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Direct electrosynthesis for N-alkyl-C3-halo-indoles using alkyl halide as both alkylating and halogenating building blocks†
Linhao Sun,Xing Zhang,Chenguang Wang,Huailong Teng,Jimei Ma,Zilong Li,Hao Chen,Hong Jiang
Green Chemistry Pub Date : 04/18/2019 00:00:00 , DOI:10.1039/C9GC00913B
Abstract

An electrochemically induced tandem reaction has been developed for selective N1-alkylation and C3-halogenation of indoles. This electrochemical difunctionalization strategy circumvents conventional multi-step procedures and efficiently generates synthetically important N-alkyl-3-halo-indoles under more environmentally benign conditions. This reaction can proceed in a simple undivided cell, without the use of any oxidant, base or transition-metal. The excellent atom-economy of this method is highlighted by fully using alkyl halide as both alkylating and halogenating building blocks without atom waste.

Graphical abstract: Direct electrosynthesis for N-alkyl-C3-halo-indoles using alkyl halide as both alkylating and halogenating building blocks
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