Rhodium-catalyzed selenylation and sulfenylation of quinoxalinones ‘on water’

Abstract

‘On-water’ Rh-catalysed, regioselective chalcogenation of 3-phenyl quinoxolinones; its kinetic studies and late-stage functionalisation studies are reported.

Visible-Light-Driven Regioselective Decarboxylative Acylation of N-Methyl-3-phenylquinoxalin-2(1H)-one by Dual Palladium–Photoredox Catalysis Through C–H Activation

“…However, the approaches for the selective functionalization of the C–H bond of the 3-substituted benzene ring of 3-arylquinoxalin-2­(1 H )-ones are limited. Our group developed transition metal-catalyzed approaches for the selective functionalization of 3-arylquinoxalin-2­(1 H )-ones via selective activation of Csp 2 -H bonds (Scheme a–c) . Extending our efforts further in this direction based on the significance and scope of Pd-based dual photoredox catalysis, and our extensive literature survey on α-keto acid (2-oxo-2-phenylacetic acids) as a substantial acyl surrogate, we hypothesized to carry out the regioselective decarboxylative Csp 2 -H acylation of 3-arylquinoxalin-2­(1 H )-ones.…”

“…Our group developed transition metal-catalyzed approaches for the selective functionalization of 3-arylquinoxalin-2(1 H )-ones via selective activation of Csp 2 -H bonds ( Scheme 1 a–c). 23 Extending our efforts further in this direction based on the significance and scope of Pd-based dual photoredox catalysis, and our extensive literature survey on α-keto acid (2-oxo-2-phenylacetic acids) as a substantial acyl surrogate, 24 we hypothesized to carry out the regioselective decarboxylative Csp 2 -H acylation of 3-arylquinoxalin-2(1 H )-ones. The reactions were carried out between 1-methyl-3-phenylquinoxalin-2(1 H )-ones and α-keto acids using a dual photoredox catalyst obtained by merging of palladium catalyst with visible-light photoredox catalyst, i.e., fluorescein dye ( Scheme 1 d).…”