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Copper( II ) Triflate‐Catalyzed Nucleophilic Substitution of Propargylic Acetates with Enoxysilanes. A Straightforward Synthetic Route to Polysubstituted Furans
Author(s) -
Zhan Zhuangping,
Wang Shaopei,
Cai Xubin,
Liu Huijuan,
Yu Jingliang,
Cui Yuanyuan
Publication year - 2007
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200700234
Subject(s) - chemistry , trifluoromethanesulfonate , catalysis , ketone , nucleophilic substitution , nucleophile , organic chemistry , combinatorial chemistry , copper , substitution reaction , medicinal chemistry
A novel and efficient procedure for the synthesis of γ‐alkynyl ketones by the nucleophilic substitution of propargylic acetates with enoxysilanes in the presence of a catalytic amount of Copper(II) triflate, has been developed. The substitution reaction can be followed by a 4‐toluenesulfonic acid‐catalyzed cyclization without purification of the γ‐alkynyl ketone intermediates, offering a straightforward synthetic route to polysubstituted furans.