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Gold‐Catalyzed Hydroarylation of Alkynes
Author(s) -
Reetz Manfred T.,
Sommer Knut
Publication year - 2003
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.200300260
Subject(s) - regioselectivity , chemistry , catalysis , olefin fiber , aryl , alkyne , selectivity , medicinal chemistry , organic chemistry , combinatorial chemistry , alkyl
The hydroarylation of aryl‐substituted alkynes by substituted electron‐rich arenes is catalyzed by AuCl 3 activated by such silver salts as AgSbF 6 . In the case of terminal alkynes, complete regioselectivity in favor of the 1,1‐disubstituted olefin is observed. In the case of electron‐poor alkynes such as acetylenecarboxylic acid ester, gold( I ) complexes such as [Ph 3 PAuCl] activated by Ag salts or BF 3 ·OEt 2 are the best catalysts, resulting in opposite regioselectivity and high degrees of ( Z )‐selectivity. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
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