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1. Iodocyclization of Hydroxylamine Derivatives Based on the Control of Oxidative Aromatization Leading to 2,5-Dihydroisoxazoles and Isoxazoles.

Author

Okitsu, Takashi, Sato, Kana, Potewarv, Taterao M., and Wada, Akimori

Subjects
*INDOLE, *CHEMICAL synthesis, *HYDROXYLAMINE, *AMINES, *CHEMICAL reactions
Abstract

An efficient method for the synthesis of 2,5-dihydroisoxazoles and isoxazoles using iodocyclization of N-alkoxycarbonyl O-propargylic hydroxylamines has been developed. 2,5-Dihydro-4-iodoisoxazole underwent the cross-coupling reactions without aromatization to afford polyfunctionalized 2,5-dihydroisoxazoles. This process was applied to the preparation of valdecoxib and its 2,5-dihydro-derivative. [ABSTRACT FROM AUTHOR]

Published
2011
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