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New and Efficient Iron Halide Mediated Synthesis of Alkenyl Halides through Coupling of Alkynes and Alcohols
Author(s) -
Biswas Srijit,
Maiti Sukhendu,
Jana Umasish
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.200900104
Subject(s) - chemistry , halide , regioselectivity , yield (engineering) , lewis acids and bases , organic chemistry , environmentally friendly , coupling reaction , reaction conditions , catalysis , combinatorial chemistry , ecology , materials science , metallurgy , biology
Abstract A novel, simple, and straightforward one‐pot reaction of alkynes with various alcohols in the presence of iron salts (FeCl 3 and FeBr 3 ) was described to yield the corresponding alkenyl halides with complete regioselectivity and highstereoselectivity. The reaction is high yielding and works under mild conditions. The iron salts act as Lewis acids and a source of halides. The reaction tolerates a wide variety of functional groups. Noteworthy is that this method is cheap, efficient, and environmentally friendly.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)