Cu(II)-catalyzed domino reaction of 2H-azirines with diazotetramic and diazotetronic acids. Synthesis of 2-substituted 2H-1,2,3-triazoles.

Abstract

The Cu(II)-catalyzed addition of two molecules of a 3-aryl-2H-azirine to diazotetramic or diazotetronic acids proceeds as a domino reaction with the formation of 1,2,3-triazole derivatives with ortho-fused (pyrrolo[3,4-b]pyrrol or furo[3,4-b]pyrrol) and spiro-cyclic (1-oxa-4,7-diazaspiro[4.4]nonane or 1,7-dioxa-4-azaspiro[4.4]nonane) substituents at the N2 position. The disclosed reaction is a new type of formation of a 1,2,3-triazole ring from (N-N) and (C-C-N) building blocks.

DOI: 10.1039/c3ob40708j

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Cite this paper

@article{Rostovskii2013CuIIcatalyzedDR, title={Cu(II)-catalyzed domino reaction of 2H-azirines with diazotetramic and diazotetronic acids. Synthesis of 2-substituted 2H-1,2,3-triazoles.}, author={Nikolai V Rostovskii and Mikhail S Novikov and Alexander F Khlebnikov and Sergei M Korneev and Dmitry S Yufit}, journal={Organic & biomolecular chemistry}, year={2013}, volume={11 33}, pages={5535-45} }