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Cobalt‐Catalyzed C—H Allylation of Arenes with Allylic Amines
Author(s) -
Yan Rui,
Yu Hang,
Wang ZhongXia
Publication year - 2021
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.202000680
Subject(s) - chemistry , allylic rearrangement , pyrimidine , catalysis , medicinal chemistry , aryl , cobalt , reaction conditions , stereochemistry , organic chemistry , alkyl
Main observation and conclusion [Cp*Co(CO)I 2 ] effectively catalyzes pyridyl‐directed C—H allylation of arenes with allylic amines in the presence of AgOAc and CF 3 COOAg. The reaction features ortho ‐position monoallylation of 2‐pyridylarenes, giving the allylated arenes in moderate to high yields. A range of functional groups including OMe, Me, Ph, F, Cl, Br, CF 3 , C(O)Me, COOEt, and COOH groups are tolerated. Pyrimidyl‐directed C—H allylation of arenes were also performed under the same conditions. Reaction of 2‐phenylpyrimidine, 2‐(4‐methoxyphenyl)pyrimidine, and 2‐(3‐fluorophenyl)pyrimidine leads to a mixture of ortho ‐position mono‐ and bisallylation products. Reaction of other 2‐(substituted aryl)pyrimidines resulted in ortho ‐position monoallylation products.