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Pd‐Catalyzed Regioselective Direct Double C–H Arylation of 6,7‐Benzindoles
Author(s) -
Li PingGui,
Yang Youqing,
Zhu Shuai,
Li HongXi,
Zou LiangHua
Publication year - 2019
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.201801473
Subject(s) - chemistry , regioselectivity , catalysis , palladium , aryl , combinatorial chemistry , blocking (statistics) , position (finance) , stereochemistry , medicinal chemistry , organic chemistry , business , computer science , computer network , alkyl , finance
A palladium‐catalyzed protocol for the first direct diarylation of 6,7‐benzindoles with aryl iodides at the C4 and C5 positions was developed. The key to this strategy was the employment of pivaloyl as the directing group at the C3 position and the blocking effect at the C6 and C7 positions. The reaction proceeded very well, providing a series of diarylated 6,7‐benzindoles without prefunctionalization at the reactive sites. Several examples on the unexpected monoarylation of 6,7‐benzindoles at the C5 position were also presented.