Cycloadditions of Benzynes with the Azoxy [RN═N+(O–)R′] 1,3-Dipole Tautomer of 1-Hydroxybenzotriazole (HOBT)

1,3-Dipolar cycloadditions of azoxy species are rare. HOBT exists as a pair of tautomers, one of which contains an azoxy subunit. We show that heavily substituted, thermally generated benzynes react with HOBT by engaging the azoxy tautomer to give products having a benzotriazole with a benzyne-derived