Direct Conversion of Alcohols to α-Chloro Aldehydes and α-Chloro Ketones
Yuanyuan Jing, Constantin G. Daniliuc and Armido Studer*
*Institute of Organic Chemistry, Westfälische
Wilhems-University, Corrensstraße 40, 48149 Münster, Germany, Email: studeruni-muenster.de
Y. Jing, C. G. Daniliuc, A. Studer, Org. Lett., 2014, 16, 4932-4935.
DOI: 10.1021/ol5024568
Abstract
In a direct conversion of primary and secondary alcohols into the corresponding α-chloro aldehydes and α-chloro ketones, trichloroisocyanuric acid serves both as stoichiometric oxidant and α-halogenating reagent. For primary alcohols, TEMPO has to be added as an oxidation catalyst, and for the transformation of secondary alcohols MeOH as an additive is essential to promote chlorination of the intermediary ketones.
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Key Words
ID: J54-Y2014