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Cu(II) Catalyzed Imine C-H Functionalization Leading to Synthesis of 2,5-Substituted 1,3,4-Oxadiazoles

Srimanta Guin, Tuhin Ghosh, Saroj Kumar Rout, Arghya Banerjee and Bhisma K. Patel*

*Department of Chemistry, Indian Institution of Technology Guwahati, Guwahati 781 039, India, Email: pateliitg.ernet.in

S. Guin, T. Ghosh, S. K. Rout, A. Banerjee, B. K. Patel, Org. Lett., 2011, 13, 5976-5979.

DOI: 10.1021/ol202409r (free Supporting Information)


Abstract

A direct access to symmetrical and unsymmetrical 2,5-disubstituted [1,3,4]-oxadiazoles has been accomplished through an imine C-H functionalization of N-arylidenearoylhydrazide using a catalytic quantity of Cu(OTf)2. These reactions can be performed in air atmosphere and moisture making it exceptionally practical for application in organic synthesis.

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Key Words

1,3,4-Oxadiazoles, Oxygen


ID: J54-Y2011-3310