Chlorination of aliphatic primary alcohols via triphosgene-triethylamine activation.
Activation of primary aliphatic alcohols with triphosgene and triethylamine mixtures afforded either alkyl chloride or diethylcarbamate products, and the switch in selectivity appeared to be driven by sterics. The reaction conditions to achieve this highly useful transformation were unexceptionally mild and readily tolerated by a wide range of sensitive functionalities.
Department of Chemistry, 232 Choppin Hall, Louisiana State University , Baton Rouge, Louisiana 70803, United States.
Caitlan E
CE
Ayala
Andres
A
Villalpando
Alex L
AL
Nguyen
Gregory T
GT
McCandless
Rendy
R
Kartika