Premium
Palladium‐catalyzed furylation and thienylation of activated alkenes with 2‐furoyl chloride and 2‐thenoyl chloride
Author(s) -
Kasahara Akira,
Izumi Taeko,
Ogihara Takao
Publication year - 1989
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570260315
Subject(s) - chemistry , palladium , decarbonylation , catalysis , chloride , amine gas treating , medicinal chemistry , organic chemistry
2‐Furoyl or 2‐thenoyl chlorides readily react with activated alkenes in the presence of a tertiary amine and a catalytic amount of palladium(II) acetate to give 2‐furylated or 2‐thienylated alkenes. Under similar conditions, 2‐benzofuroyl chloride undergoes facile alkenylation to produce 2‐alkenylated benzofurans. The reaction involves a highly efficient decarbonylation of furoyl or thenoyl‐palladium species.