Litcius/Paper detail

Dual Photoredox/Cobaloxime Catalysis for Cross-Dehydrogenative α-Heteroarylation of Amines

Enrico Bergamaschi, Christopher Weike, Victor J. Mayerhofer, Ignacio Funes‐Ardoiz, Christopher J. Teskey

2021Organic Letters29 citationsDOI

Abstract

We report a dual-catalytic platform for the cross-dehydrogenative-coupling between (benzo-)thiazoles and amines which combines low loadings of an iridium photoredox catalyst and a cobaloxime catalyst under blue light irradiation. This transformation occurs without stoichiometric oxidants, giving products in moderate to excellent yields. DFT calculations support the key role of Co(II) for rearomatization of the radical-addition intermediate to generate the product.

Topics & Concepts

ChemistryCatalysisIridiumPhotochemistryStoichiometryDual roleDual (grammatical number)Combinatorial chemistryPhotoredox catalysisPhotocatalysisOrganic chemistryArtLiteratureAmmonia Synthesis and Nitrogen ReductionCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques