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Palladium‐Catalyzed Direct Alkynylation of N ‐Vinylacetamides
Author(s) -
Xu YunHe,
Zhang QiuChi,
He Tao,
Meng FeiFan,
Loh TeckPeng
Publication year - 2014
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.201400171
Subject(s) - chemistry , palladium , catalysis , enyne , conjugated system , alkynylation , combinatorial chemistry , reaction conditions , scope (computer science) , organic chemistry , polymer , computer science , programming language
A direct ethynylation reaction between N ‐vinylacetamides and (bromoethynyl)triisopropylsilane catalyzed by palladium is reported. A broad scope of cyclic N ‐vinylacetamide derivatives was tolerated and the corresponding products could be obtained in acceptable yields. This work provides a general tool for the synthesis of conjugated enyne products using palladium(II) acetate as catalyst. The mild reaction conditions and reasonable results should make this method a useful synthetic protocol. Unfortunately, other bromo‐substituted alkynes are found to be unreactive and could not afford the desired products under the current reaction conditions.