Issue 2, 2018

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
09 Aug 2017
Accepted
27 Sep 2017
First published
28 Sep 2017
This article is Open Access
Creative Commons BY-NC license

Org. Chem. Front., 2018,5, 226-231

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

M. S. Ledovskaya, K. S. Rodygin and V. P. Ananikov, Org. Chem. Front., 2018, 5, 226 DOI: 10.1039/C7QO00705A

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