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Functionalization of Pyridinium Derivatives with 1,4-Dihydropyridines Enabled by Photoinduced Charge Transfer

Inwon Kim, Seongjin Park and Sungwoo Hong*

*Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon, 34141, Korea, Email: hongorgkaist.ac.kr

I. Kim, S. Park, S. Hong, Org. Lett., 2020, 22, 8730-8734.

DOI: 10.1021/acs.orglett.0c03347


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Abstract

A photoinduced intermolecular charge transfer between 1,4-dihydropyridines and N-amidopyridinium salts induces a single-electron transfer event without requiring a photocatalyst for the facile C4-functionalization of pyridines. Alkyl, acyl, and carbamoyl radicals can be generated from 1,4-dihydropyridines, that provide facile access to synthetically valuable substituted pyridines.

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Visible-Light-Driven C4-Selective Alkylation of Pyridinium Derivatives with Alkyl Bromides

S. Jung, S. Shin, S. Park, S. Hong, J. Am. Chem. Soc., 2020, 142, 11370-11375.


Key Words

pyridines, photochemistry


ID: J54-Y2020