A Very Mild and Chemoselective Oxidation of Alcohols to Carbonyl Compounds
Lidia De Luca, Giampaolo Giacomelli and Andrea Porcheddu
*Dipartimento di Chimica, UniversitÓ degli Studi di Sassari, via Vienna 2, I-07100 Sassari, Italy
L. De Luca, G. Giacomelli, A. Porcheddu, Org. Lett., 2001, 3, 3041-3043.
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An efficient oxidation of primary alcohols to the corresponding aldehydes can be carried out at room temperature in DCM, using trichloroisocyanuric acid in the presence of catalytic TEMPO: aliphatic, benzylic, and allylic alcohols, and β-amino alcohols are rapidly oxidized without no overoxidation to carboxylic acids. The slow oxidation of secondary carbinols makes the reaction highly chemoselective.
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Aldehydes, Ketones, TEMPO, Trichloroisocyanuric Acid