Triphosgene-amine base promoted chlorination of unactivated aliphatic alcohols
Unactivated α-branched primary and secondary aliphatic alcohols have been successfully transformed into their corresponding alkyl chlorides in high yields upon treatment with a mixture of triphosgene and pyridine in dichloromethane at reflux. These mild chlorination conditions are high yielding, stereospecific, and well tolerated by numerous sensitive functionalities. Furthermore, no nuisance waste products are generated in the course of the reactions. © 2013 American Chemical Society.
Publication Source (Journal or Book title)
Journal of Organic Chemistry
Villalpando, A., Ayala, C., Watson, C., & Kartika, R. (2013). Triphosgene-amine base promoted chlorination of unactivated aliphatic alcohols. Journal of Organic Chemistry, 78 (8), 3989-3996. https://doi.org/10.1021/jo400341n