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Iodine-promoted synthesis of pyrazoles from 1,3-dicarbonyl compounds and oxamic acid thiohydrazides†
Anna S. Komendantova,Igor V. Zavarzin,Yulia A. Volkova
Organic Chemistry Frontiers Pub Date : 05/27/2020 00:00:00 , DOI:10.1039/D0QO00476F
Abstract

A novel approach to the synthesis of 3,4-dicarbonyl-substituted pyrazoles from a wide range of 1,3-dicarbonyl compounds and oxamic acid thiohydrazides was developed via iodine-promoted cascade imination/halogenation/cyclization/ring contraction reaction accompanied by sulfur elimination. This procedure provides a highly efficient and facile route to functionalized pyrazoles from readily available substrates under mild reaction conditions.

Graphical abstract: Iodine-promoted synthesis of pyrazoles from 1,3-dicarbonyl compounds and oxamic acid thiohydrazides
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