A visible-light-induced photoredox-catalyzed regioselective and stereoselective C(sp')-H amination of enamides with bench-stable and A visible-light-induced photoredox-catalyzed regioselective and stereoselective ...A visible-light-induced photoredox-catalyzed regioselective and stereoselective C(sp')-H amination of enamides with bench-stable and A visible-light-induced photoredox-catalyzed regioselective and stereoselective C(sp)-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 involving the Giese addition of the relatively electrophilic N-centered sulfonamidyl radical species to nucleophilicβ-olefinic position of enamides followed by the ensuing single electron oxidation andβ-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.展开更多
基金the financial support from the National Natural Science Foundation of China(21801129,22078153 and 22378201)National Key Research and Development Program of China(2022YFB3805603)+1 种基金Natural Science Research Projects in Jiangsu Higher Education Institutions(18KJB150018)Nanjing Tech University(Start-up Grant Nos.39837137,39837101 and 3827401739)for financial support.
文摘A visible-light-induced photoredox-catalyzed regioselective and stereoselective C(sp')-H amination of enamides with bench-stable and A visible-light-induced photoredox-catalyzed regioselective and stereoselective C(sp)-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 involving the Giese addition of the relatively electrophilic N-centered sulfonamidyl radical species to nucleophilicβ-olefinic position of enamides followed by the ensuing single electron oxidation andβ-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.