TEMPO-catalyzed synthesis of 5-substituted isoxazoles from propargylic ketones and TMSN3?

RSC Advances Pub Date: 2016-06-13 DOI: 10.1039/C6RA11099A

Abstract

A novel and efficient TEMPO-catalyzed synthesis of 5-substituted isoxazoles from propargylic ketones and TMSN3 via a radical mechanism process is described. This methodology provides an easy access to a variety of useful 5-substituted isoxazoles from simple and readily available propargylic ketones and TMSN3 in good to excellent yields. A plausible reaction mechanism for this process is proposed.

Graphical abstract: TEMPO-catalyzed synthesis of 5-substituted isoxazoles from propargylic ketones and TMSN3
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