Synthesis of Vinyl Chlorides via Triphosgene-Pyridine Activation of Ketones
© 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
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