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Wiley-VCH Verlag, ChemInform, 29(37), 2006

DOI: 10.1002/chin.200629117

Elsevier, Heterocycles, 2(67), p. 749

DOI: 10.3987/com-05-s(t)77

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Synthesis of 5-Selenoxo-1,2,4-triazole-1-carboxylates from Isoselenocyanates and Azodicarboxylates

This paper is available in a repository.
This paper is available in a repository.

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Abstract

A mixt. of an azodicarboxylate and triphenylphosphine in dichloromethane reacted with aryl isoselenocyanates at room temp. to give 4,5-dihydro-5-selenoxo-1H-1,2,4-triazole-1-carboxylates in a one-pot reaction in good to excellent yields. The isoselenocyanates were prepd. conveniently from formamides by treatment with elemental selenium and phosgene according to Barton's procedure. The crystal structure of Et 3-ethoxy-4-(4-tolyl)-4,5-dihydro-5-selenoxo-1H-1,2,4-triazole-1-carboxylate is presented [monoclinic, space group C2/c, a 11.2907(3), b 20.2786(6), c 14.3222(3) .ANG., beta 112.352(2) Deg, V 3032.8(1) .ANG.3, Z 8]. [on SciFinder (R)]