Tetrahedron

Chlorofluorocarbene addition to alkynes: a novel path to cyclopropenones with uncommon substituents (cyclopropenone chemistry, part 11)

EV Dehmlow, A Winterfeldt

Index: Dehmlow, Eckehard V.; Winterfeldt, Andreas Tetrahedron, 1989 , vol. 45, # 10 p. 2925 - 2936

Full Text: HTML

Citation Number: 14

Abstract

Phase transfer catalytically generated chlorofluorocarbene adds to alkynes much more readily than dichlorocarbene. Some sterically shielded or critically substituted compounds that do not give addition with CCl2 can be reacted with CClF. Chlorofluorocyclopropenes thus formed are hydrolyzed to cyclopropenones in situ. Hitherto unknown α-oxygen functional cyclopropenones were also prepared for the first time. Attempts to isolate α- ...