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J Org Chem. 2003 Jun 13;68(12):4999-5001. doi: 10.1021/jo034276b.

Trichloroisocyanuric/TEMPO oxidation of alcohols under mild conditions: a close investigation.

The Journal of organic chemistry

Lidia De Luca, Giampaolo Giacomelli, Simonetta Masala, Andrea Porcheddu

Affiliations

  1. Dipartimento di Chimica, Università degli Studi di Sassari, Via Vienna 2, I-07100 Sassari, Italy.

PMID: 12790622 DOI: 10.1021/jo034276b

Abstract

Efficient oxidation of primary alcohols to the corresponding carboxylic acids can be carried out at room temperature and in acetone/water, using trichloroisocyanuric acid (TCCA) in the presence of catalytic TEMPO. The mild conditions of this procedure and the total absence of any transition metal make this reaction suitable for safe laboratory use. A possible mechanism is presented and discussed.

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