Premium
Pd‐Catalyzed Dearomatization of Indole Derivatives via Intermolecular Heck Reactions †
Author(s) -
Yang Ping,
Xu RenQi,
Zheng Chao,
You ShuLi
Publication year - 2020
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201900509
Subject(s) - chemistry , indoline , regioselectivity , indole test , intermolecular force , reactivity (psychology) , catalysis , aryl , heck reaction , combinatorial chemistry , computational chemistry , organic chemistry , palladium , molecule , medicine , alkyl , alternative medicine , pathology
Summary of main observation and conclusion Pd‐catalyzed intermolecular dearomative Heck reaction of indoles with aryl iodides is described. The challenges on both reactivity and regioselectivity are addressed by the judicious regulation of the geometric and electronic properties of the substrates. An array of indoline derivatives bearing C2‐quaternary center is obtained in good to excellent yields (up to 93%) with exclusive regioselectivity under operationally simple conditions. The mechanistic proposal is supported by detailed DFT calculations.