Premium
An Efficient and General Microwave‐Assisted Copper‐Catalyzed Conia‐Ene Reaction of Terminal and Internal Alkynes Tethered to a Wide Variety of Carbonucleophiles
Author(s) -
Montel Sonia,
Bouyssi Didier,
Balme Geneviève
Publication year - 2010
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.201000351
Subject(s) - chemistry , cycloisomerization , nucleophile , catalysis , copper , ene reaction , malonate , combinatorial chemistry , diethyl malonate , organic chemistry , medicinal chemistry
This paper describes a highly efficient, microwave‐assisted, Conia‐ene reaction of alkynes bearing a stabilizing carbon nucleophile. The reaction, catalyzed by a commercially available copper catalyst, proceeds under neutral conditions and is generally applicable even to less reactive nucleophiles such as malonate, cyanoacetate, and sulfonylacetate derivatives. This copper‐mediated cycloisomerization is also applicable to internal unactivated alkynes leading exclusively to the corresponding 5‐membererd products having an E ‐olefinic chemistry.