Cu(II) catalyzed imine C-H functionalization leading to synthesis of 2,5-substituted 1,3,4-oxadiazoles.
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). This is the first example of amidic oxygen functioning as a nucleophile in a Cu-catalyzed oxidative coupling of an imine C-H bond. These reactions can be performed in air atmosphere and moisture making it exceptionally practical for application in organic synthesis.
Department of Chemistry, Indian Institution of Technology Guwahati, Guwahati 781 039, India.
Srimanta
S
Guin
Tuhin
T
Ghosh
Saroj Kumar
SK
Rout
Arghya
A
Banerjee
Bhisma K
BK
Patel
D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006859:Hydrogen / Q000737:chemistry; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D010069:Oxadiazoles / Q000138:chemical synthesis*; D010084:Oxidation-Reduction
D007097:Imines; D010069:Oxadiazoles; D002244:Carbon; D003300:Copper; D006859:Hydrogen