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

M. S. Ledovskaya, K. S. Rodygina, V. P. Ananikov

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

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


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.

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