Preparation of delta-Chloro-alpha-allenyl Ketones by Acylation of 3-Buten-1-ynes.
AlCl(3)-mediated acylation of 3-buten-1-yne derivatives with acyl chlorides yields a mixture of 5-chloro-2,3-pentadienones and 3-chloro-2,4-pentadienones. The proportion of allenyl ketones vs conjugated dienic ketones depends on the substitution pattern of the starting enyne. Acylation of 5-acetoxy-3-buten-1-ynes leads to the corresponding allenyl ketones (6-acetoxy-5-chloro-2,3-pentadienones).
Santelli-Rouvier
Christiane
C
Laboratoire de Synthèse Organique, URA au CNRS no. 1411, Centre. de St-Jérôme, Av. Esc. Normandie-Niemen, 13397 Marseille Cedex 20, France.
Lefrère
Sophie
S
Santelli
Maurice
M