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

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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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Publication details

The article was received on 09 Aug 2017, accepted on 27 Sep 2017 and first published on 28 Sep 2017


Article type: Research Article
DOI: 10.1039/C7QO00705A
Citation: Org. Chem. Front., 2018, Advance Article
  • Open access: Creative Commons BY-NC license
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    Calcium-mediated one-pot preparation of isoxazoles with deuterium incorporation

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

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