%0 Generic
%A De, Pinaki
Bhusan
%A Pradhan, Sourav
%A Punniyamurthy, Tharmalingam
%D 2017
%T Stereoselective Copper-Catalyzed
Cross-Coupling of
Aziridines with Benzimidazoles via Nucleophilic Ring Opening and C(sp2)–H Functionalization
%U https://acs.figshare.com/articles/dataset/Stereoselective_Copper-Catalyzed_Cross-Coupling_of_Aziridines_with_Benzimidazoles_via_Nucleophilic_Ring_Opening_and_C_sp_sup_2_sup_H_Functionalization/4725820
%R 10.1021/acs.joc.7b00265.s001
%2 https://ndownloader.figshare.com/files/7715596
%K 2- arylaziridines
%K ee
%K stereoinvertivebly cross-coupled
%K Functionalization
%K benzimidazole
%K Optically
%K dehydrogenative cross-coupling
%K puritie
%K regiospecific ring opening
%K Stereoselective Copper-Catalyzed Cross-Coupling
%K enantiomeric
%K Cu
%K dihydroimidazobenzimidazole
%K benzoimidazolylethylamine derivatives
%K PCy 3 ligand
%K copper-catalyzed cross-coupling
%K Aziridine
%K alkyl
%K Nucleophilic Ring
%K Benzimidazole
%K bond
%X 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 PCy3 ligand at moderate temperature.
%I ACS Publications