Photoredox-Catalyzed Metal-Free Regio-& Stereoselective C(sp2)-H Amination of Enamides with N-Aminopyridium Salts

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外文摘要：A visible-light-induced photoredox-catalyzed regioselective and stereoselective C(sp2)-H amination of enamides with bench-stable and easily accessible N-aminopyridium salts is developed,affording synthetically and biologically prominent vicinal 1,2-diamine scaffolds with broad substrate scope and excellent functional group compatibility.The transformation proceeded through a radical pathway in-volving the Giese addition of the relatively electrophilic N-centered sulfonamidyl radical species to nucleophilic β-olefinic position of enamides followed by the ensuing single electron oxidation and β-H elimination,delivering geometrically-defined Z-configuredβ-sulfonamidylated enamides.The operational simplicity,environmental friendliness and cost efficiency of this methodology allowed it to pave a new avenue to enrich the arsenal of synthetically crucial functionalized enamides and their related derivatives.

外文关键词：

EnamidesAminationPhotoredox catalysisRegioselectiveStereoselectiveMetal-free

作者：

Zheng-Bao Qin、Kun Ni、Li Wang、Xiao-Di Wu、Yu Zhang、Kai Zhao

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作者单位：

Institute of Advanced Synthesis,School of Chemistry and Molecular Engineering,Jiangsu National Synergetic Innovation Center for Advanced Materials,Nanjing Tech University,Nanjing,Jiangsu 211816,China

College of Chemical Engineering,Nanjing Forestry University,Nanjing,Jiangsu 210037,China

出版年：

2024

DOI：

10.1002/cjoc.202400350

中国化学(英文版)

中国化学会上海有机化学研究所

中国化学(英文版)

CSTPCD

影响因子：0.848

ISSN：1001-604X

年,卷(期)：2024.42(18)