Journal of Organic Chemistry p. 2680 - 2684 (1991)
Update date:2022-08-04
Topics:
D'Andrea, Stan V.
Ghosh, Arun
Wang, Wuyi
Freeman, Jeremiah P.
Szmuszkovicz, Jacob
(Z)-Sodium enolates of two α-azido ketones are O-formylated with Me3CCO2CHO in high yield to give isolable (Z)-β-(formyloxy)vinyl azides, which are converted to 1,2,3-triazoles under the influence of triethyl phosphite.A mechanism is proposed for triazole formation involving 1,5-electrocyclization of a vinyl phosphazide intermediate.
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(1991)