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

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A mixture of an azodicarboxylate and triphenylphosphine in dichloromethane reacted with aryl isoselenocyanates (1) at room temperature to give 4,5-dihydro-5-selenoxo-1H-1,2,4-triazole-1-carboxylates (4a-f) in a one-pot reaction in good to excellent yields. The isoselenocyanates (1) have been prepared conveniently from formamides by treatment with elemental selenium and phosgene according to Barton's procedure.