Synthesis of Benz-Fused Azoles via C‑Heteroatom Coupling Reactions Catalyzed by Cu(I) in the Presence of Glycosyltriazole Ligands

Glycosyl triazoles
are conveniently accessible and contain multiple
metal-binding units that may assist in metal-mediated catalysis. Azide
derivatives of d-glucose have been converted to their respective
aryltriazoles and screened as ligands for the synthesis of 2-substituted
benz-fused azoles and benzimidazoquinazolinones by Cu-catalyzed intramolecular
Ullmann type C-heteroatom coupling. Good to excellent yields for a
variety of benz-fused heterocyles were obtained for this readily accessible
catalytic system.