title: Stereoselective Copper-Catalyzed Cross-Coupling of Aziridines with Benzimidazoles via Nucleophilic Ring Opening and C(sp2)-H Functionalization.
abstract: A copper-catalyzed cross-coupling of 2-alkyl-/2-arylaziridines with benzimidazoles is reported. The reactions involve a regiospecific ring opening of aziridines with benzimidazoles to give benzoimidazolylethylamine derivatives that lead to dehydrogenative cross-coupling between C(sp2)-H and N-H bonds to produce dihydroimidazobenzimidazoles. Optically active 2-arylaziridines can be stereoinvertivebly cross-coupled with high enantiomeric purities (77-97% ee). These aerobic catalytic systems comprise an inexpensive Cu(II) salt and PCy3ligand at moderate temperature.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Guwahati , Guwahati 781039, India.
authors.forename: Pinaki Bhusan
authors.initials: PB
authors.lastname: De
authors.affiliation: Department of Chemistry, Indian Institute of Technology Guwahati , Guwahati 781039, India.
authors.forename: Sourav
authors.initials: S
authors.lastname: Pradhan
authors.affiliation: Department of Chemistry, Indian Institute of Technology Guwahati , Guwahati 781039, India.
authors.forename: Tharmalingam
authors.identifier: 0000-0003-4696-8896
authors.initials: T
authors.lastname: Punniyamurthy