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Manganese-Mediated Direct Functionalization of Hantzsch Esters with Alkyl Iodides via an Aromatization-Dearomatization Strategy

Xian-Guan Liu, Ci-Shuang Dong, Fei Li* and Bo Zhang*

*State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, China, Email: lifeicpu.edu.cn, zb3981444cpu.edu.cn

X.-G. Liu, C.-S. Dong, F. Li, B. Zhang, Org. Lett., 2021, 23, 4002-4007.

DOI: 10.1021/acs.orglett.1c01210


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Abstract

Manganese mediates a direct functionalization of Hantzsch esters with readily accessible alkyl iodides through an aromatization–dearomatization strategy to provide valuable 4-alkyl-1,4-dihydropyridines in good yields under visible-light irradiation at room temperature. The reacton displays high functional-group compatibility and is applicable for gram-scale synthesis and late-stage functionalization.

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proposed mechanism



Key Words

dihydropyridines


ID: J54-Y2021