Copper-Catalyzed Intramolecular C–H Alkoxylation of Diaryltriazoles: Synthesis of Tricyclic Triazole Benzoxazines
Xinyuan Ma, Haotian Li, Hong Xin, Weigen Du, Edward A. Anderson, Xian Dong, Yubo Jiang
Abstract
An efficient copper-catalyzed intramolecular C-H alkoxylation of 1,4-disubstituted 1,2,3-triazoles has been developed. The chemistry was applied to a wide range of substrates, generating tricyclic benzoxazine-fused 1,2,3-triazoles in good yields. Mechanistic studies suggest that a radical pathway may be involved in this transformation. The triazole products were found to exhibit strong antifungal activity against ginseng root-rot disease, demonstrating their potential as a scaffold in medicinal chemistry research.
Topics & Concepts
Intramolecular forceTricyclicChemistryAntifungalCatalysisCopperTriazoleCombinatorial chemistry1,2,3-TriazoleStereochemistryOrganic chemistryMedicinal chemistryMedicineDermatologyCatalytic C–H Functionalization MethodsSynthesis and Biological EvaluationSulfur-Based Synthesis Techniques