Dearomative Alkylation of Heteroarenium Salts via Blue Light Enabled Homolytic C–C Bond Cleavage

23 October 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Alkyl substituted nitrogen heterocycles are important building blocks in drug molecules, agrochemicals and materials. Herein we report a simple and efficient way to prepare such compounds by coupling alkylhalides with heteroarenium salts. Detailed experimental and computational studies indicate that this reaction goes through a radical coupling and avoids formation of undesired homocoupling of heteroarenium salts but recycling such dimers through C-C bond cleavage under blue light.

Keywords

reductive Minisci reaction
C-C bond cleavage
heterocycles
radical coupling
cross-electrophile

Supplementary materials

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Experimental procedures and characterization of all new compounds and all new reactions reported and details of computational studies.
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