A method for the synthesis of 1,5-disubstituted-1,2,3-sulfonyltriazoles was previouslyreported by our group, we then decided to explore the thermolysis and Rh(II) catalysis of those triazoles. Both methods leading us to the synthesis of a-nitrile sulfones, which presumably results from rearrangement after N2 extrusion, most likely through carbene mechanism. We present in this work, the results of these reactions performed on a series of 1,5-disubstituted-1,2,3-sulfonyltriazoles as well as the proposed mechanism for this rearrangement.

Thermolysis and Rh(II) catalyzed reactions of 1,5-disubstituted-1,2,3-sulfonyl-triazoles

245th National Meeting (2013)

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