Organic Letters
Organic Letters
5 years ago

Complex Annulations through Silver Carbenoid Intermediate: An Alternative Entry to Transformations of 1,2,3-Triazoles

Complex Annulations through Silver Carbenoid Intermediate: An Alternative Entry to Transformations of 1,2,3-Triazoles
Jiang-Xi Yu, Jin-Heng Li, Yuan Yang, Xuan-Hui Ouyang
An alternative entry to transformations of N-sulfonyl-4-(2-(ethynyl)aryl)-1,2,3-triazoles with various generated in situ or external nucleophiles by means of silver catalysis for producing diverse functionalized isoquinolines is described. Mechanistically, the reaction is proposed to involve a key silver carbenoid intermediate, thus enabling the formation of multiple chemical bonds via ring opening, N2 extrusion, silver carbenoid formation, nucleophilic addition, and complex annulations cascades.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01682

DOI: 10.1021/acs.orglett.7b01682

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