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


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.

SUBMITTER: Garayev A 

PROVIDER: S-EPMC12136282 | biostudies-literature | 2025 Feb

REPOSITORIES: biostudies-literature

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

Garayev Agshin A   Drake Emma E EE   Miliordos Evangelos E   Karimov Rashad R RR  

Organic letters 20250205 7


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. ...[more]

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