Title
Synthesis of Vinyl Chlorides via Triphosgene-Pyridine Activation of Ketones
Document Type
Article
Publication Date
8-6-2015
Abstract
© 2015 American Chemical Society. Herein, 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.
Publication Source (Journal or Book title)
Journal of Organic Chemistry
First Page
8815
Last Page
8820
Recommended Citation
Saputra, M., Ngo, L., & Kartika, R. (2015). Synthesis of Vinyl Chlorides via Triphosgene-Pyridine Activation of Ketones. Journal of Organic Chemistry, 80 (17), 8815-8820. https://doi.org/10.1021/acs.joc.5b01137