Recent advances in remote C(sp^(3))-H functionalization via chelating group-assisted metal-catalyzed chain-walking reaction  

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作  者:Jian Han Li-Li Zeng Qin-Yu Fei Yan-Xiang Ge Rong-Hui Huang Fen-Er Chen 

机构地区:[1]School of Pharmacy,Changzhou University,Changzhou 213164,China [2]Engineering Center of Catalysis and Synthesis for Chiral Molecules,Department of Chemistry,Fudan University,Shanghai 200433,China [3]Shenzhen Research Institute of Nanjing University,Shenzhen 518057,China

出  处:《Chinese Chemical Letters》2024年第11期99-110,共12页中国化学快报(英文版)

基  金:the National Natural Science Foundation of China(No.22001116);the Basic and Applied Basic Research Foundation of Guangdong Province(No.2020A1515110816);funds provided by Changzhou University(No.ZMF23020217)。

摘  要:Aliphatic C(sp^(3))-H moieties are ubiquitous in numerous organic compounds.Direct functionalization of inert C(sp^(3))-H bonds is a powerful and straightforward approach for the efficient construction of diverse carbon-carbon or carbon-heteroatom bonds.Chelating group directed metal-catalyzed remote functionalization of readily available alkenes has emerged as an appealing strategy for rapidly accessing various value-added aliphatic molecules.With the aid of directing groups,variousα-,β-andγ-functionalized alkanes could be synthesized smoothly with excellent regioselectivity.The preferred formation of a stable five-or six-membered metallacycle intermediate terminates the chain-walking at a specific methylene site,which serves as the driving force for excellent site-selective migratory functionalization.This review herein is aimed at summarizing the recent progress on the metal-catalyzed regiodivergent functionalization of unactivated alkenes by merging alkene isomerization and cross-coupling with the assistance of directing auxiliary.Last but not least,the current situations and future directions in this field are highlighted and discussed.

关 键 词:Chelating group Chain-walking Regiodivergent Unactivated alkenes C(sp^(3))-H functionalization Transition-metal catalysis 

分 类 号:O621.251[理学—有机化学]

 

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