Electrochemical Dearomative Halocyclization of Tryptamine and Tryptophol Derivatives

作者:Liu, K (Liu, Kun)[ 1 ] ; Deng, YQ (Deng, Yuqi)[ 1 ] ; Song, WX (Song, Wenxu)[ 1 ] ; Song, CL (Song, Chunlan)[ 1 ] ; Lei, AW (Lei, Aiwen)[ 1 ]

CHINESE JOURNAL OF CHEMISTRY

卷: 38 期: 10 页: 1070-1074

DOI: 10.1002/cjoc.202000194

出版年: OCT 2020

在线发表日期: JUN 2020

文献类型:Article

摘要

A Summary of main observation and conclusion Owing to the easy functionalization of 3-haloindolines to many biologically active compounds, extensive efforts have been made for their efficient preparation. Herein, an electrochemical dearomative bromo- and chloro-cyclization of tryptamine and tryptophol derivatives has been developed under undivided electrolytic conditions. In this protocol, neither external chemical oxidants nor harsh conditions are needed, and a wide range of substituted hexahydropyrroloindolines/tetrahydrofuroindolines are obtained with halide ion in high efficiencies. Moreover, this electrolysis could also be scaled up to gram synthesis with good yields.

关键词

作者关键词:Electrochemistry; Dearomatization; Cyclization; Haloindoline; Oxidant-free; Synthetic method

KeyWords Plus:ENANTIOSELECTIVE TOTAL-SYNTHESIS; CONCISE TOTAL-SYNTHESIS; C-H; OXIDATIVE AMINATION; HYDROGEN EVOLUTION; 3+2 ANNULATION; BROMOCYCLIZATION; CONSTRUCTION; ALKENES; ELECTROSYNTHESIS

作者信息

通讯作者地址:

Wuhan University Wuhan Univ, Coll Chem & Mol Sci, Inst Adv Studies IAS, Wuhan 430072, Hubei, Peoples R China.

通讯作者地址: Lei, AW (通讯作者)

Wuhan Univ, Coll Chem & Mol Sci, Inst Adv Studies IAS, Wuhan 430072, Hubei, Peoples R China.

地址:

[ 1 ]‎ Wuhan Univ, Coll Chem & Mol Sci, Inst Adv Studies IAS, Wuhan 430072, Hubei, Peoples R China

电子邮件地址:aiwenlei@whu.edu.cn