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Mild Cobalt(III)‐Catalyzed C–H Hydroarylation of Conjugated C=C/C=O Bonds
Author(s) -
Li Jie,
Zhang Zhao,
Ma Wenbo,
Tang Mengyao,
Wang Dawei,
Zou LiangHua
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700097
Subject(s) - chemistry , cobalt , indole test , catalysis , electrophile , selectivity , conjugated system , derivatization , medicinal chemistry , acrolein , atom economy , combinatorial chemistry , organic chemistry , high performance liquid chromatography , polymer
An efficient cobalt(III)‐catalyzed C‐2‐selective indole C–H hydroarylation of acrolein, enones, and glyoxylates was achieved under mild reaction conditions. The versatile cobalt(III) catalyst displayed excellent positional selectivity with the assistance of pyrimidinyl, pyridyl, and pyrazolyl directing groups, thus overcoming the inherent C‐3 selectivity of an electrophilic indole derivatization. This approach provides an expedient route to indolyl‐substituted aldehydes, ketones, and esters with wide functional group tolerance. In addition, it also features high step‐ and atom‐economy.