DearomativeAlkylation of Heteroarenium Salts viaBlue Light Enabled Homolytic C–C Bond Cleavage

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 alkyl halides with heteroarenium salts. Detailed experimental and computational studies indicate that this reaction goes through a radical coupling and avoids the formation of undesired homocoupling of heteroarenium salts via recycling such dimers through C–C bond cleavage under blue light.

Publication Details

Journal
Figshare
Published
2025-02-06
DOI
https://doi.org/10.1021/acs.orglett.4c04831.s001
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00
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article

DearomativeAlkylation of Heteroarenium Salts viaBlue Light Enabled Homolytic C–C Bond Cleavage

Figshare
Radical Photochemical Reactions
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DearomativeAlkylation of Heteroarenium Salts viaBlue Light Enabled Homolytic C–C Bond Cleavage

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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 alkyl halides with heteroarenium salts. Detailed experimental and computational studies indicate that this reaction goes through a radical coupling and avoids the formation of undesired homocoupling of heteroarenium salts via recycling such dimers through C–C bond cleavage under blue light.

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Openalex Percentile: Top 63%
Radical Photochemical Reactions
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DearomativeAlkylation of Heteroarenium Salts viaBlue Light Enabled Homolytic C–C Bond Cleavage · Figshare (2025) | TGRS Research Map | TGRS