Rhodium-catalyzed reaction of terminal alkynes with allylamine leading to (E)-3-alkylidene N-heterocycles.
Terminal alkynes react with allylamine in the presence of a RhCl(PPh3)3 catalyst to give (E)-3-alkylidene-3,4-dihydro-2H-pyrroles. The products consist of two molecules of alkyne and one molecule of allylamine. Although dimers, trimers, and oligomers of alkynes are also obtained as byproducts, the addition of various ammonium salts to the reaction suppresses such oligomerization, resulting in an increase in product.
Fukumoto
Yoshiya
Y
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan. fukumoto@chem.eng.osaka-u.ac.jp
Kinashi
Fuyuko
F
Kawahara
Takuya
T
Chatani
Naoto
N