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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:

Y. Jing, C. G. Daniliuc, A. Studer, Org. Lett., 2014, 16, 4932-4935.

DOI: 10.1021/ol5024568


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

α-chlorination, TCCA, TEMPO

ID: J54-Y2014