Room-Temperature Electroreductiveα-Alkylation of N-Heteroarenes with Styrenes  

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作  者:Maorui Wang Chengqian Zhang He Zhao Huanfeng Jiang Pierre HDixneuf Min Zhang 

机构地区:[1]Key Lab of Functional Molecular Engineering of Guangdong Province,School of Chemistry and Chemical Engineering,South China University of Technology,Guangzhou 510641 [2]ISCR UMR CNRS 6226,Univ.Rennes,Rennes 35000

出  处:《CCS Chemistry》2024年第2期342-352,共11页中国化学会会刊(英文)

基  金:support of the National Natural Science Foundation of China(grant no.21971071);the Natural Science Foundation of Guangdong Province(grant no.2021A1515010155).

摘  要:Despite their interesting applications,direct and diverse syntheses of aryl-fused 2-alkyl cyclic amines still remain challenging.Here,the concept of incorporating a C–C coupling process into the N-heteroaryl reduction was successfully applied to fulfill such a synthetic purpose.Due to our use of controllable electroreduction coupled with proton abstraction,we can report a room-temperature reductiveα-alkylation of the inert N-heteroarenes with abundantly available styrenes in an undivided Zn(+)/C(−)cell.This proceeds with good substrate compatibility and operational simplicity,utilizes cost-effective sacrificial Zn-anode,exhibits high selectivity,and does not need pressurized H2 gas and transition-metal catalysts.This current work offers a useful platform for direct construction of valuable aryl-fused 2-alkyl cyclic amines that are difficult to access with conventional methods.

关 键 词:electroreductive C-C cross-coupling N-heteroarenes STYRENES 2-alkyl cyclic amines ALKYLATION 

分 类 号:O62[理学—有机化学]

 

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