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Achieving Vinylic Selectivity in Mizoroki–Heck Reaction of Cyclic Olefins
Author(s) -
Wu Xiaojin,
Lu Yunpeng,
Hirao Hajime,
Zhou Jianrong Steve
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201204427
Subject(s) - isomerization , selectivity , chemistry , aryl , catalysis , allylic rearrangement , palladium , heck reaction , ring (chemistry) , olefin fiber , medicinal chemistry , organic chemistry , alkyl
In Heck reactions of cyclic olefins, the products usually have aryl groups that end up at the allylic and/or homoallylic position. We herein report new selectivity that adds aryl groups to the vinylic position. Cyclic olefins of various ring size worked well. The desired isomers were produced by palladium–hydride‐catalyzed isomerization of the initial products. Thus, a specific catalyst must be used so that it can perform two jobs under one set of reaction conditions.