Abstract

2-Azido(benzo)imidazolium salts have been made through quaternization of 2-Azido(benzo)imidazoles with Meerwein reagent at ambient conditions. This one-pot protocol is also applicable to 4 or 3-azidopyridines and appropriate azido(iso)quinolines to prepare correlative azido-N-heteroarenium salts. When compared with their precursors, improved diazotransfer reactivity was observed for several representative azido-N-heteroarenium salts in reaction with diethyl malonate.

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