jo5b01137_si_001.pdf (5.37 MB)
Synthesis of Vinyl Chlorides via Triphosgene–Pyridine Activation of Ketones
journal contribution
posted on 2015-09-04, 00:00 authored by Mirza
A. Saputra, Ly Ngo, Rendy KartikaHerein,
we describe a mild method to prepare aliphatic and aromatic
vinyl chlorides from their corresponding ketones via triphosgene–pyridine
activation in dichloromethane at reflux. The mechanism of this reaction
is proposed to involve formation of a putative α-chloro pyridinium
carbamate intermediate, which appeared to readily undergo E2 elimination
in the presence of pyridine.