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Synthesis of 1,2,4-Triazoles via Oxidative Heterocyclization: Selective C-N Bond Over C-S Bond Formation

Anupal Gogoi, Srimanta Guin, Suresh Rajamanickam, Saroj Kumar Rout and Bhisma K. Patel*

*Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, India, Email: pateliitg.ernet.in

A. Gogoi, S. Guin, S. Rajamanickam, S. K. Rout, B. K. Patel, J. Org. Chem., 2015, 80, 9016-9027.

DOI: 10.1021/acs.joc.5b00956


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Abstract

Cu(II) catalyzes the construction of 4,5-disubstituted 1,2,4-triazole-3-thiones from arylidenearylthiosemicarbazides. Upon prolonging the reaction time, the in situ generated thiones are transformed to 4,5-disubstituted 1,2,4-triazoles via a desulfurization process.

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Key Words

4H-1,2,4-Triazoles


ID: J42-Y2015