Calcium-mediated one-pot preparation of isoxazoles with deuterium incorporation?

Organic Chemistry Frontiers Pub Date: 2017-09-28 DOI: 10.1039/C7QO00705A

Abstract

In this work, a novel synthetic methodology for the one-pot preparation of isoxazoles directly from the reaction of calcium carbide with aldoximes is reported. Calcium carbide acts as a safe and inexpensive acetylene source and, in addition, as a source of the Ca(OH)2 base to enable the generation of nitrile oxide. Various 3-substituted isoxazoles were synthesized from the corresponding aldoximes in good yields (up to 95%) and a series of new deuterated 4,5-dideuteroisoxazoles were prepared.

Graphical abstract: Calcium-mediated one-pot preparation of isoxazoles with deuterium incorporation
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