Al(OTf) 3 -Catalyzed Regioselective N 2 -Arylation of Tetrazoles with Diazo Compounds.

Regioselective methods to access alkylated tetrazoles still remain a challenging goal. Herein, we describe a novel regioselective protocol for N 2 -arylation of tetrazoles with diazo compounds using inexpensive Al(OTf) 3 . This reaction could be conducted under mild conditions to access a diverse array of alkylated tetrazoles with 2-substituted tetrazoles as the major products, demonstrating a comprehensive range of substrate compatibility and excellent functional group compatibility. Mechanistic studies revealed a carbene-free process in this reaction procedure. Furthermore, the scale-up reaction and transformations of the N 2 -arylation of tetrazole products demonstrated the potential of this strategy.