One-Pot Synthesis of 1,2,3-Triazolo Polycyclic Systems via Copper-Catalyzed/TsOH-Promoted Tandem Annulation of 1,6-Allenynes with Organic Azides

A copper-catalyzed/TsOH-promoted one-pot tandem annulation of 1,6-allenynes with organic azides was reported, providing N-allyl 1,2,3-triazole-fused structures in moderate to excellent yields under mild reaction conditions. Moreover, the late-stage diversification of the N-allyl products can be realized by chemoselectively reducing to the N-alkyl counterparts.

Automated summary

A one-pot tandem annulation of 1,6-allenynes with organic azides was reported using copper catalysis and TsOH promotion, providing N-allyl 1,2,3-triazole-fused structures in moderate to excellent yields under mild reaction conditions. Additionally, the N-allyl products can be further diversified by selectively reducing them to the N-alkyl counterparts.