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Base‐Mediated Domino Reaction of ortho ‐Carbonylated Alkynyl‐Substituted Arenealdehydes with Indoles: Access to Indole‐Functionalized Isobenzofurans
Author(s) -
Zhang Rumeng,
Zhu Hongbo,
Meng Xin,
Cao Ziping,
Chen Guang,
Tian Laijin,
Sun Xuejun,
You Jinmao
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700050
Subject(s) - chemistry , isobenzofuran , indole test , cascade reaction , domino , combinatorial chemistry , substrate (aquarium) , base (topology) , reaction conditions , medicinal chemistry , organic chemistry , catalysis , mathematical analysis , oceanography , mathematics , geology
A base‐mediated domino reaction of ortho ‐carbonylated alkynyl‐substituted arenealdehydes with indoles has been developed, and a variety of indolyl‐substituted isobenzofuran derivatives can be rapidly obtained in high yields. Notably, the selective N ‐alkylation of indoles and 5‐ exo ‐ dig cyclization of alkynes can be achieved efficiently to give N ‐functionalized products. This reaction involves a domino procedure for the formation of two bonds under simple conditions and has a broad substrate scope.