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Oxidative Decarboxylation of 2-Aryl Carboxylic Acids Using (Diacetoxyiodo)benzene for Preparation of Aryl Aldehydes, Ketones, and Nitriles

Vikas N. Telvekar*, Kulbhushan A. Sasane

*Department of Pharmaceutical Sciences & Technology, Institute of Chemical Technology, Matunga, Mumbai 400 019, India, Email: vikastelvekarrediffmail.com

V. N. Telvekar, K. A. Sasane, Synlett, 2010, 2778-2779.

DOI: 10.1055/s-0030-1258812


Abstract

A hypervalent iodine reagent, (diacetoxyiodo)benzene, and catalytic amount of sodium azide in acetonitrile enable an oxidative decarboxylation of 2-aryl carboxylic acids into the corresponding aldehydes, ketones, and nitriles in good yields at room temperature. The advantages of this protocol are short reaction times and mild reaction conditions.

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Key Words

aldehydes, ketones, decarboxylation, iodosobenzene diacetate, nitriles


ID: J60-Y2010-3180