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Palladium‐Free Synthesis of Conjugated Enynes by Direct Olefination of Terminal Alkynes Using Vinyl Bromides
Author(s) -
Liu Yunyun,
Yang Jianguo,
Bao Weiliang
Publication year - 2009
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.200900954
Subject(s) - chemistry , conjugated system , palladium , copper , organic chemistry , catalysis , coupling reaction , combinatorial chemistry , polymer chemistry , polymer
Abstract A series of conjugated enynes were successfully synthesized by the direct copper‐catalyzed coupling reaction of vinyl bromides and alkynes. The reaction proceeds smoothly in DMF at 110 °C to give the corresponding products in good to excellent yields. The protocol is tolerant to a broad range of functional groups on the substrates. Moreover, the products were furnished as specific E isomers, as the stereochemistry of the vinyl bromides was retained. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)