Metal-free oxidative decarbonylative halogenation of fused imidazoles?

New Journal of Chemistry Pub Date: 2021-10-20 DOI: 10.1039/D1NJ04440K

Abstract

An efficient strategy has been developed for the deformylative halogenation of carbaldehyde imidazo-fused heterocycles in the presence of TBHP controlled by temperature. A convenient and sequential functionalization (C8 to C3) portrays the synthetic utility of the current method. N-Heterocycle benzamide products were also observed via the ring opening of imidazopyridines through the cleavage of C–C bond at high temperatures. Features of this method include temperature-controlled excellent regioselectivity, mild conditions and functional group tolerance.

Graphical abstract: Metal-free oxidative decarbonylative halogenation of fused imidazoles
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