4.4 Article

Visible-Light-Mediated Direct Amidation of Arenes and Heteroarenes with N-Aminopyridinium Salts

Journal

SYNLETT
Volume 33, Issue 15, Pages 1551-1555

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/a-1867-7228

Keywords

photocatalysis; amidopyridinium salts; amidation; [3+2]-annulation; radical reactions

Funding

  1. National Natural Science Foundation of China (NSFC) [22078045, 21176039]

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A novel photoinduced strategy has been developed for the C-H amidation of aromatics and heteroaromatics, yielding benzamide derivatives with free NH groups. In addition, oxazoline analogues synthesized by reacting with styrene exhibit a wide range of potential applications.
A novel photoinduced strategy has been developed for the C-H amidation of aromatics and heteroaromatics by using benzamide radicals with free NH groups generated from N-amidopyridinium salts under visible-light irradiation. The new mode of activation of N-amidopyridinium salts proceeds efficiently under mild conditions to give various benzamide derivatives with free NH groups. In addition, oxazoline analogues, synthesized by the reaction with styrene, demonstrate a substantial range of prospective applications for this versatile protocol.

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