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Demonstrates alkyne insertion into triazoles resulting in pyrroles, suggesting new synthetic routes for nitrogen compounds.
N-Sulfonyl-1,2,3-triazoles reacted with alkynes in the presence of a nickel(0)/phosphine catalyst to give substituted pyrroles, with the extrusion of molecular nitrogen; the triazole moiety isomerised to an alpha-imino diazo species, and the denitrogenative addition to nickel(0) was followed by the insertion of alkynes and reductive elimination.
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Miura et al. (2009) studied this question.
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