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Mechanistic insights for Aryl dilithium base enables the acylation of unactivated Csp3–H 认领 引用
1
作者 Changming Li Hongdan Zhu +3 位作者 Can-Can Bao Yongjia Lin Bing-Tao Guan Qian Peng 《Chinese Chemical Letters》 SCIE CAS CSCD 2025年第9期299-304,共6页
Mechanistic studies of the cleavage and transformation of unactivated Csp3-H bonds are a significant field of chemistry.Overcoming the inherent low acidity of C-H bonds to activate the inert substrates is challenge... Mechanistic studies of the cleavage and transformation of unactivated Csp3-H bonds are a significant field of chemistry.Overcoming the inherent low acidity of C-H bonds to activate the inert substrates is challenge under mild conditions.And their complex multi-step transformations may also hinder mechanistic understanding.Herein,we perform theoretical calculations and experimental studies to explore the Csp3-H bonds activation and acylation mechanisms of toluenehioether using the relatively weak base LDA.A synergistic"main and auxiliary"model was revealed involving dual lithium metal by LDA dimers,and the aryl dilithium species as an intermediate base can facilitate Csp3-H activation.This model not only aids in understanding the acidity of unactivated Csp3-H bonds and the nucleophilicity of their conjugate bases for their kinetic control through cooperative interactions,but also predicts unusual kinetic isotope effects(KIE)for newly designed 2-(methylthio)naphthalene that are experimentally validated.This research is expected to provide a crucial scenario for the cleavage and transformation of unactivated Csp3-H bonds and the development of new functionalities for alkali metal reagents. 展开更多
关键词 Acylation of unactivated Csp3-H bonds Mechanistic studies LDA dimers Aryl dilithium base Acidity and nucleophilicity DFT calculations
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Modular three-component radical fluoroalkyl-sulfuration of unactivated alkenes 认领 引用 被引量：1
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作者 Gao-feng Yang Zhi Liu +4 位作者 Kai Liu Xiaopeng Wu Chengjian Zhu Weipeng Li Jin Xie 《Chinese Journal of Catalysis》 SCIE EI CAS CSCD 2025年第2期249-258,共10页
The accompanied forge of C(sp3)–S and C(sp3)–C(sp3)bonds across alkene frameworks serves as a potent strategy to construct biologically important compounds.Here,we report a metal-free,photochemically mediat... The accompanied forge of C(sp3)–S and C(sp3)–C(sp3)bonds across alkene frameworks serves as a potent strategy to construct biologically important compounds.Here,we report a metal-free,photochemically mediated fluoroalkyl-mono/disulfuration of unactivated alkenes with high efficiency and high selectivity.A wide range of terminal and internal alkenes are good coupling partners,affording the expected products in moderate to good yields(>90 examples).The exceedingly mild reaction conditions,exceptional functional group tolerance,broad substrate scope,and the potential for late-stage modifications of pharmaceutical molecules highlight the utility of this method in the preparation of privileged motifs from readily available disulfides,tetrasulfides,and diselenides.Mechanistic studies suggest that a secondary alkyl radical intermediate undergoes efficient homolytic substitution with disulfides,facilitating the modular synthesis of a diverse array of unsymmetrical thioethers. 展开更多
关键词 C(sp3)-S bond Unactivated alkenes Photoredox catalysis Fluoroalkylation Unsymmetrical thioethers
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Nickel-catalyzed hydromonofluoromethylation of unactivated alkenes for expedient construction of primary alkyl fluorides 认领 引用 被引量：1
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作者 Shan-Xiu Ni Yan-Lin Li +3 位作者 Hui-Qi Ni Yu-Xiang Bi Jie Sheng Xi-Sheng Wang 《Chinese Chemical Letters》 SCIE CAS CSCD 2023年第3期279-282,共4页
A nickel-catalyzed direct hydromonofluoromethylation of unactivated olefins with industrial raw fluoroiodomethane is developed,furnishing various primary alkyl fluorides in a step-economic manner.The key factor to suc... A nickel-catalyzed direct hydromonofluoromethylation of unactivated olefins with industrial raw fluoroiodomethane is developed,furnishing various primary alkyl fluorides in a step-economic manner.The key factor to success is the use of pyridine-oxazoline as ligand and(MeO)2MeSiH as the hydrogen source.This transformation demonstrates high efficiency,mild conditions,good functional-group compatibility and great potential in the drug discovery. 展开更多
关键词 Hydromonofluoromethylation Unactivated alkenes Nickel-catalysis Primary fluorides Ni-H species
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Electro-reductive carboxylation of C–Cl bonds in unactivated alkyl chlorides and polyvinyl chloride with CO2 认领 引用
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作者 Li Li Zhi-Xin Yan +7 位作者 Chuan-Kun Ran Yi Liu Shuo Zhang Tian-Yu Gao Long-Fei Dai Li-Li Liao Jian-Heng Ye Da-Gang Yu 《Chinese Chemical Letters》 SCIE CAS CSCD 2024年第12期411-415,共5页
The carboxylation of readily available organo halides with CO2represents a practical strategy to afford valuable carboxylic acids.However,efficient carboxylation of inexpensive unactivated alkyl chlorides is still ... The carboxylation of readily available organo halides with CO2represents a practical strategy to afford valuable carboxylic acids.However,efficient carboxylation of inexpensive unactivated alkyl chlorides is still underdeveloped.Herein,we report the electro-reductive carboxylation of C–Cl bonds in unactivated chlorides and polyvinyl chloride with CO2.A variety of alkyl carboxylic acids are obtained in moderate to good yields under mild conditions with high chemoselectivity.Importantly,the utility of this electroreductive carboxylation is demonstrated with great potential in polyvinyl chloride(PVC)upgrading,which could convert discarded PVC from hydrophobic to hydrophilic functional products.Mechanistic experiments support the successive single electron reduction of unactivated chlorides to generate alkyl anion species and following nucleophilic attack on CO2to give desired products. 展开更多
关键词 Carbon dioxide Carboxylation Electrochemistry Unactivated alkyl chlorides Polyvinyl chloride
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Pd-catalyzed halocyclizations of unactivated 1,6-diynes through a formal anti-carbopalladation/bromide radical cascade 认领 引用
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作者 Zhihua Wang Li Wei +2 位作者 Zhendong Cheng Jianhui Xia Zhiyuan Chen 《Chinese Chemical Letters》 SCIE CAS CSCD 2021年第9期2756-2760,共5页
We report a Pd-catalyzed halocyclization of unactivated 1,6-diynes with N-bromosuccinimide(NBS).This approach produces stereo-defined dibromo substituted dihydropyrans,tetrahydropyridines,and 3-methylene cyclohexenes ... We report a Pd-catalyzed halocyclization of unactivated 1,6-diynes with N-bromosuccinimide(NBS).This approach produces stereo-defined dibromo substituted dihydropyrans,tetrahydropyridines,and 3-methylene cyclohexenes with exocyclic double bond appendages in mostly good yields.Copper salt was found to be a useful Lewis acid in this reaction.Mechanistically,a formal anti-carbopalladation and a bromide radical promoted PdⅡ-PdⅢ-PdⅠ-PdⅡcatalytic cycles were proposed to be involved in the formation of the dibromo-substituted products.Further functionalization of the dihydropyran derivatives underwent B(C6F5)3-catalyzed ring opening,and reduction afforded dibrominated 1,3-dienes with excellent stereoselectivity. 展开更多
关键词 Palladium catalysis Halocyclization Unactivated diyne anti-Carbopalladation Bromide radical 1,3-Diene
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Rhodium(Ⅲ)-Catalyzed Enantioselective Intermolecular Allylic C–H Amination of Unactivated Alkenes with Sulfonamides 认领 引用
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作者 Yu-Ying Liu Shi Cao +1 位作者 Mu-Peng Luo Shou-Guo Wang 《CCS Chemistry》 CSCD 2026年第6期2871-2883,共13页
Direct enantioselective allylic C–H amination has proven to be a powerful strategy for the asymmetric synthesis of highly valuable chiral allylic amines.However,the regio-and enantioselective allylic C–H amination o... Direct enantioselective allylic C–H amination has proven to be a powerful strategy for the asymmetric synthesis of highly valuable chiral allylic amines.However,the regio-and enantioselective allylic C–H amination of unactivated terminal alkene substrates remains a long-standing challenge.Herein,we present a chiral CpxRh(Ⅲ)-catalyzed highly enantioselective allylic C–H amination of unactivated terminal alkenes with sulfonamides,enabling efficient access to enantioenriched branched allylic amines with excellent yields,regioselectivity and enantioselectivity(up to 99%yields,>20:1 B/L and 96%ee).In-situ generated hypervalent iminoiodinanes derived from sulfonamides and PhI(OPiv)2 serve as nitrene precursors,facilitating the highly efficient asymmetric allylic C–H amination process.The versatility and practicality of this protocol are demonstrated by the rapid construction of diverse high-value chiral nitrogen-containing compounds. 展开更多
关键词 rhodium-catalysis asymmetric allylic C–H amination unactivated alkenes sulfonamides chiral allylic amines
Integration of Halogen-Atom Transfer with Photoredox/Chromium Dual Catalysis for Carbonyl Addition ofUnactivated Alkyl Bromidest 认领 引用
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作者 Ke Gao Haigen Shen Zhaobin Wang 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2026年第10期1617-1623,共7页
The development of efficient and sustainable methods for carbonyl addition reactions remains a central focus in organic synthesis.The Nozaki—Hiyama-Kishi(NHK)reaction provides a compelling alternative to classical nu... The development of efficient and sustainable methods for carbonyl addition reactions remains a central focus in organic synthesis.The Nozaki—Hiyama-Kishi(NHK)reaction provides a compelling alternative to classical nucleophilic carbonyl additions with preformed organometallic reagents,and significant advancements have been made over the past decades. 展开更多
关键词 Photoredox/chromium dual catalysis Halogen-atom transfer Unactivated alky bromides Nozaki—Hiyama—Kishi reaction Radical-polar crossover Carbonyl addition Alcohols Late-stage functionalization
Solvatochrony:solvatochronic photocatalysts and their applications in intermolecular[2+2]cycloaddition reactions of unactivated styrenes 认领 引用
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作者 Sohee Lee Seoyeon Kim +4 位作者 Byung Hak Jhun Hyokyung Kim Jaeheung Cho Eun Jin Cho Youngmin You 《Inorganic Chemistry Frontiers》 SCIE EI CAS CSCD 2026年第6期2348-2357,共10页
Solvent effects in chemical reactions are typically associated with energetic control.In photocatalysis,however,the ability of solvents to influence excited-state lifetimes offers a promising avenue for improving reac... Solvent effects in chemical reactions are typically associated with energetic control.In photocatalysis,however,the ability of solvents to influence excited-state lifetimes offers a promising avenue for improving reaction efficiency.Herein,we report a solvatochronic effect whereby the excited-state lifetime of a photocatalyst can be extended by use of an appropriate solvent.Specifically,a linear,heteroleptic Au(I)complex bearing carbazolide and N-heterocyclocarbene ligands exhibits an excited-state lifetime of 12μs in the Lewis basic solvent DMSO,but only 0.30μs in the non-Lewis basic solvent CH2Cl2.This lifetime prolongation arises from a combined effect of accelerated intersystem crossing to the ligand-localized triplet state and suppressed nonradiative decay,driven by solvent basicity and viscosity,respectively.The long-lived Au excited state facilitates Dexter-type energy transfer to unactivated styrenes,initiating intermolecular[2+2]cycloaddition reactions.These findings reveal a new mode of solvent control—temporal modulation—and present a general,catalyst-structure-independent strategy for enhancing photocatalytic reactivity. 展开更多
关键词 solvatochronic effect energetic controlin unactivated styrenes solvent effects intermolecular cycloaddition solvatochromic effect excited state lifetime chemical reactions
Mn2(CO)10-catalyzed direct protic hydrogen transfer with unactivated alkenes 认领 引用
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作者 Tao Li Han Sun +2 位作者 Ting Shao Albert S.C.Chan Shan-Shui Meng 《Green Synthesis and Catalysis》 CSCD 2026年第2期205-210,共6页
Transition-metal-catalyzed hydrogen-atom-transfer(HAT)reactions have proven to be effective strategies for obtaining important heterocycle scaffolds found in natural products.However,the electronic mismatch between me... Transition-metal-catalyzed hydrogen-atom-transfer(HAT)reactions have proven to be effective strategies for obtaining important heterocycle scaffolds found in natural products.However,the electronic mismatch between metal catalysts and the protic hydrogen atom necessitates the use of excess oxidants and external reductive hydrogen sources in existing methods,which limit their practicality.To address this issue,we present a practical and efficient methodology for Mn₂(CO)₁₀-catalyzed intramolecular transfer of the protic hydrogen atom.A catalytic amount of tBuOOH is utilized promoting the HAT process,going beyond mere oxidation,thereby obviating the need for excess oxidants and external reductive hydrogen sources during the HAT process.Additionally,the dimeric manganese catalysis enables efficient dioxygenation,oxy-amination,oxy-sulfuration,and oxy-halogenation of alkenes.Comprehensive mechanistic studies have been done and suggest that a radical reaction pathway is involved in the proton transfer.This finding provides novel insights into the direct metal-catalyzed protic hydrogen atom-transfer reactions. 展开更多
关键词 Manganese-catalysis Unactivated alkenes Hydrogen-atom transfer Dual functionalizations Radical reaction
Copper-Catalyzed Asymmetric Hydroaminocarbonylation of Unactivated Internal Alkenes 认领 引用 被引量：1
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作者 Yang Yuan Sufang Shao +3 位作者 Mingxia Hu Jintao Zhu Yanying Zhao Xiao-Feng Wu 《CCS Chemistry》 CSCD 2025年第4期965-972,共8页
The catalytic production of chiral amides from readily available unactivated internal alkenes remains a significant challenge in synthetic chemistry.In this work,we developed a highly enantioselective hydroaminocarbon... The catalytic production of chiral amides from readily available unactivated internal alkenes remains a significant challenge in synthetic chemistry.In this work,we developed a highly enantioselective hydroaminocarbonylation procedure for nonactivated internal alkenes and a wide range ofα-chiral amides were produced effectively with exceptional enantioselectivities using copper as the catalyst.This method is compatible with both symmetric and asymmetric internal alkenes,as well as various hydroxylamine electrophiles,demonstrating wide substrate scope and broad functional group tolerance.The established catalytic system showcases remarkable enantioselective performance in the asymmetric hydroaminocarbonylation of challenging substrates,such as the methyl-ethylα-chiral amide synthesis from trans-2-butene,despite the minimal steric difference between the methyl and ethyl group.This work represents important progress in the field of asymmetric hydroaminocarbonylation and offers a useful tool for the production of valuableα-chiral amide compounds from readily available internal alkenes. 展开更多
关键词 unactivated internal alkenes copper hydroaminocarbonylation enantioselectivity chiral amides
Recent Advances in Base-Metal-Catalyzed Carbonylation of Unactivated Alkyl Electrophiles 认领 引用 被引量：6
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作者 Wei Li Donghao Jiang +1 位作者 Cheng Wang Li-Jie Cheng 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2023年第23期3419-3432,共14页
Transition metal-catalyzed carbonylation reactions represent a direct and atom-economical approach to synthesize carbonyl compounds or their derivatives by using CO as a cheap and readily available C1 feedstock.While ... Transition metal-catalyzed carbonylation reactions represent a direct and atom-economical approach to synthesize carbonyl compounds or their derivatives by using CO as a cheap and readily available C1 feedstock.While carbonylation of C(sp2)-hybridized electrophiles (e.g.,aryl halides) is well developed,carbonylation of less reactive unactivated alkyl electrophiles remains challenging.Recently,the use of earth-abundant base metals including Cu,Co,Mn,Fe,Ni as catalysts has enabled advances in carbonylative coupling of alkyl electrophiles for approaching diverse carbonyl compounds or their derivatives,notably,some of which are of synthetic importance but difficult to be synthesized through previous reported methods.Herein,we have summarized and discussed these recent achievements in base-metal-catalyzed carbonylative C—C,C—N,C—O,C—X coupling and other carbonylation reactions of unactivated alkyl electrophiles using CO as C1 source. 展开更多
关键词 Base-metal catalyst Carbonylation Unactivated alkyl electrophiles Radical Carbon monoxide(CO)
Visible-Light-Driven Four-Component Radical Relay Aminocarbonylation of Unactivated Alkenes 认领 引用 被引量：2
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作者 Bin Lu Feng-Shuo Bao +2 位作者 Zi-Wei He Wen-Jing Xiao Jia-Rong Chen 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2024年第9期990-996,共7页
Catalytic four-component radical carbonylation of unactivated alkenes has recently been recognized as a robust protocol for rapid construction of various structurally diverse carbonyl compounds.Given the significance ... Catalytic four-component radical carbonylation of unactivated alkenes has recently been recognized as a robust protocol for rapid construction of various structurally diverse carbonyl compounds.Given the significance of fluorine-containing groups,this reaction class has been extensively applied to assembly of a variety of perfluoroalkyl carboxylic acid derivatives by transition metal catalysis.Herein,we report a visible-light-driven radical relay 1,2-perfluoroalkylation aminocarbonylation of unactivated alkenes using CO gas as carbonyl source and 4CzIPN as organic photocatalyst.A wide range of alkenes and amines were well tolerated,providing the valuableβ-perfluoroalkylated amides with generally good yields and high chemoselectivity. 展开更多
关键词 Visible light Photoredox catalysis Radical aminocarbonylation Multicomponent reaction Carbon monoxide Unactivated alkenes AmidesIReactionmechanisms
Reduction of unactivated alkyl chlorides enabled by light-induced single electron transfer 认领 引用 被引量：2
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作者 Lei Dai Zhao-Fei Zhang Xiang-Yu Chen 《Science China Chemistry》 SCIE EI CAS CSCD 2024年第2期471-481,共11页
Alkyl chlorides are abundant and easily accessible starting materials.However,due to the high reduction potentials associated with unactivated alkyl chlorides,achieving their single electron reduction remains a persis... Alkyl chlorides are abundant and easily accessible starting materials.However,due to the high reduction potentials associated with unactivated alkyl chlorides,achieving their single electron reduction remains a persistent challenge.This challenge has spurred the exploration of efficient activation methods to overcome this issue.In recent years,photocatalysis has emerged as a mild and potent tool for the single electron reduction of unactivated alkyl chlorides,opening up new possibilities in this field.Considering the rapid advancements in this area,a comprehensive review that provides a conceptual understanding of this emerging field,with a specific focus on reaction design and catalytic mechanisms,would be timely and highly valuable.Hence,we present an overview of various synthetic techniques for photoinduced single electron reduction of unactivated alkyl chlorides.Furthermore,we also discuss the limitations of the present methods and future directions that lie ahead in this field. 展开更多
关键词 photocatalysis unactivated alkyl chlorides single electron transfer radical reactions
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Visible-light-induced selective alkylsulfonylation of unactivated alkenes via remote heteroaryl migrations 认领 引用 被引量：1
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作者 Xin Yuan Jie Liu +7 位作者 Hao Lv Long-Zhou Qin Xiu Duan Jian Wang Meng-Yu Wu Beining Chen Jiang-Kai Qiu Kai Guo 《Green Synthesis and Catalysis》 2024年第2期126-130,共5页
Photocatalyzed alkylsulfonylation of unactivated alkenes using DABCO.(SO2)2 and thianthrenium salts via a distal heteroaryl migration process has been developed,which provides a new means of synthesizing a varie... Photocatalyzed alkylsulfonylation of unactivated alkenes using DABCO.(SO2)2 and thianthrenium salts via a distal heteroaryl migration process has been developed,which provides a new means of synthesizing a variety of valuable alkylsulfonyl-substituted compounds.These alkylsulfonyl radicals couple with unactivated alkenes to undergo efficient intermolecular reactions,followed by distal heteroaryl migration.This mild catalytic method is tolerant of functional groups and affords medicinally relevant alkylsulfonylated heterocycles. 展开更多
关键词 Visible-light-induced Remote heteroaryl migrations Alkylsulfonylation Radical reaction Unactivated alkenes
Palladium(Ⅱ)-Catalyzed Markovnikov Hydroalkynylation of Unactivated Terminal Alkenes 认领 引用
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作者 Chuanqi Hou Pinhong Chen Guosheng Liu 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2024年第1期29-34,共6页
Alkynes are versatile synthons in organic synthesis,as well as important structural moieties in bioactive molecules.Recently,transition metal-catalyzed hydroalkynylation of alkenes has been developed with reactive alk... Alkynes are versatile synthons in organic synthesis,as well as important structural moieties in bioactive molecules.Recently,transition metal-catalyzed hydroalkynylation of alkenes has been developed with reactive alkenes and alkenes bearing directing groups.However,the regioselective hydroalkynylation of simple alkenes is still challenging.Herein,we have developed a palladium-catalyzed Markovnikov hydroalkynylation of unactivated terminal alkenes,which provides an efficient approach for the synthesis of branched alkynyl compounds under mild conditions.This reaction features excellent functional group tolerance,good reaction yields and excellent regioselectivity.Moreover,the asymmetric hydroalkynylation reaction has also been achieved with moderate enantioselectivity by introducing a sterically bulky chiral Pyox ligand. 展开更多
关键词 Palladium catalysis Alkynylpalladation Unactivated terminal alkenes Markovnikov hydroalkynylation
Ligand-Promoted,Enantioconvergent Synthesis of Aliphatic Alkanes Bearing Trifluoromethylated Stereocenters via Hydrotrifluoroalkylation of Unactivated Alkenes 认领 引用 被引量：3
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作者 Yan He Kang-Jie Bian +3 位作者 Bing-Bing Wu Peng Liu Shan-Xiu Ni Xi-Sheng Wang 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2022年第13期1531-1536,I0002,共6页
While drug chirality remains one of the most important themes in medicinal chemistry and fluorine-containing drugs have comprised large portion of global pharmaceutical market,the synthesis of fluorine-containing comp... While drug chirality remains one of the most important themes in medicinal chemistry and fluorine-containing drugs have comprised large portion of global pharmaceutical market,the synthesis of fluorine-containing compounds featuring a trifluoromethylated stereogenic carbon center is still underdeveloped.Recent strategy of enantioconvergent cross-coupling of trifluoromethylated alkyl halide has significantly updated previous toolbox that is dependent on additional functional group to achieve desired bond formation and highly enantioselective control.However,evident limitations were present in specific coupling candidate(sp?carbon)and/or prerequisite heteroatom in trifluoroalkyl source for inducing effective stereoconvergent differentiation.Leveraging novel design of sterically hindered bisoxazoline ligand and drastic increase of molecular complexity of in situ generated sp3 coupling partner via metal-hydride atom transfer,herein,we report a nickel-catalyzed,highly enantioselective hydrotrifluoroalkylation of unactivated alkenes for diverse synthesis of enantioenriched aliphatic alkanes featuring trifluoromehylated stereogenic carbon.Excellent stereochemical control(mostly>95:5 er),high catalytic reactivity,mild conditions,and broad substrate scope(40+examples),enable convenient late-stage asymmetric trifluoroalkylation of various biologically active complexmolecules. 展开更多
关键词 Trifluoromethylated stereocenters Hydrotrifluoroalkylation C-Ccoupling Unactivated alkenes Chemoselectivity
Enhanced Efficiency of Amide-Substituted Quinuclidine-Boranes as Hydridic Hydrogen Atom Transfer Catalysts for Photoinduced Hydroalkylation of Unactivated Olefins 认领 引用 被引量：3
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作者 Xiao Yang Mengdi Ma +3 位作者 Meichen Xu Yubing Pang Haiying Zhao Juntao Ye 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2024年第24期3227-3233,共7页
An amide-substituted quinuclidine-borane has been identified as a more efficient hydridic hydrogen atom transfer(HAT)catalyst for the hydroalkylation of unactivated olefins under visible-light irradiation.1H NMR ti... An amide-substituted quinuclidine-borane has been identified as a more efficient hydridic hydrogen atom transfer(HAT)catalyst for the hydroalkylation of unactivated olefins under visible-light irradiation.1H NMR titration experiments reveal that the amide moiety of the quinuclidine-borane catalyst forms stronger hydrogen bonds with the carbonyl substrates,thereby improving the reaction yields.Furthermore,it was found that the reaction yields correlate well with the association constant between the quinuclidine-borane catalyst and the carbonyl substrate.A scale-up reaction using a continuous-flow photoreactor has also been demonstrated. 展开更多
关键词 Hydrogen atom transfer Borane Unactivated olefin Hydroalkylation Photocatalysis
Recent Advances in Enantioselective Reactions of Terminal Unactivated Alkenes 认领 引用 被引量：5
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作者 Qihang Guo Xuzhong Shen Zhan Lu 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2024年第7期760-776,共17页
α-Olefins as aliphatic terminal alkenes could be obtained easily from numerous contemporary synthetic reactions as well as petro-chemical industry,and also found in natural products.Compared to the alkenes attaching ... α-Olefins as aliphatic terminal alkenes could be obtained easily from numerous contemporary synthetic reactions as well as petro-chemical industry,and also found in natural products.Compared to the alkenes attaching the directing groups or activating group,the catalytic asymmetric reaction of unactivated terminal alkenes presents great challenges due to the weak electron effect and small steric hindrance effect.This review mainly summarizes the latest progress of the asymmetric reaction of unactivated terminal olefins since 2016. 展开更多
关键词 Asymmetric catalysis Terminal unactivated alkenes Hydrofunctionalization Difunctionalization Metal-catalyzed
Iron-Catalyzed Borylation and Silylation of Unactivated Tertiary,Secondary,and Primary Alkyl Chlorides 认领 引用 被引量：5
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作者 Siyu Wang Minghui Sun +3 位作者 Huan Zhang Juan Zhang Yun He Zhang Feng 《CCS Chemistry》 CSCD 2021年第9期2164-2173,共10页
Herein,we describe an iron-catalyzed borylation and silylation of unactivated alkyl chlorides,delivering the tertiary,secondary,and primary alkylboronic esters,and secondary,primary alkylsilanes with high efficiency.T... Herein,we describe an iron-catalyzed borylation and silylation of unactivated alkyl chlorides,delivering the tertiary,secondary,and primary alkylboronic esters,and secondary,primary alkylsilanes with high efficiency.This protocol exhibits broad substrate scope and good functional group compatibility,allowing the efficient late-stage borylation of biorelevant compounds,thus offering an excellent platform in drug discovery and development.Preliminary mechanistic studies suggest that an alkyl radical was involved in this catalytic system. 展开更多
关键词 iron catalysis borylation silylation unactivated alkyl chlorides
Iodine(Ⅲ) reagent(ABX–N3)-induced intermolecular anti-Markovnikov hydroazidation of unactivated alkenes 认领 引用 被引量：2
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作者 Xiaonan Li Pinhong Chen Guosheng Liu 《Science China Chemistry》 SCIE EI CAS CSCD 2019年第11期1537-1541,共5页
Anti-Markovnikov hydroazidation of unactivated alkenes using ABX–N3 as an initiator has been developed at room temperature,wherein hydrogen azide(HN3)acts as both hydrogen and azidating agent.Notably,the HN3 reagent ... Anti-Markovnikov hydroazidation of unactivated alkenes using ABX–N3 as an initiator has been developed at room temperature,wherein hydrogen azide(HN3)acts as both hydrogen and azidating agent.Notably,the HN3 reagent was generated from azidotrimethylsilane(TMSN3)and acetic acid in situ.The reaction itself displays broad substrate scope,good yields and excellent regioselectivities. 展开更多
关键词 anti-Markovnikov hydroazidation iodine(Ⅲ) reagent(ABX–N3) unactivated alkenes
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