Room-Temperature Electroreductive α-Alkylation of N-Heteroarenes with Styrenes - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue CCS Chemistry Année : 2023

Room-Temperature Electroreductive α-Alkylation of N-Heteroarenes with Styrenes

Résumé

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-hetero-aryl 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 reductive alpha-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.

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Chimie
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Dates et versions

hal-04336264 , version 1 (11-12-2023)

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Citer

Maorui Wang, Chengqian Zhang, He Zhao, Huanfeng Jiang, Pierre H. Dixneuf, et al.. Room-Temperature Electroreductive α-Alkylation of N-Heteroarenes with Styrenes. CCS Chemistry, 2023, Ccs Chemistry, ⟨10.31635/ccschem.023.202303085⟩. ⟨hal-04336264⟩
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