文献类型：期刊文献

英文题名：Silyl Radical-Mediated Carbocyclization of Acrylamide-/Vinyl Sulfonamide-Attached Alkylidenecyclopropanes via Photoredox Catalysis with a Catalytic Amount of Silane Reagent

作者：Zhang, Xiao-Yu[1,2];Wu, Xiao-Yun[1,2];Zhang, Bo[1,2];Wei, Yin[3];Shi, Min[1,2,3]

机构：[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, Shanghai 200237, Peoples R China;[3]Chinese Acad Sci, Univ Chinese Acad Sci, Ctr Excellence Mol Synth, State Key Lab Organometall Chem,Shanghai Inst Org, Shanghai 200032, Peoples R China

年份：2021

卷号：11

期号：8

起止页码：4372

外文期刊名：ACS CATALYSIS

收录：;EI(收录号：20211810303028);WOS:【SCI-EXPANDED(收录号:WOS:000641284700001)】；

基金：We thank for the financial support from the Strategic Priority Research Program of the Chinese Academy of Sciences (grant no. XDB20000000), the National Natural Science Foundation of China (21121062, 21302203, 21372250, 21772037, 21772226, 21861132014, and 91956115), the Shanghai Municipal Science and Technology Major Project (grant no. 2018SHZDZX03), and the Fundamental Research Funds for the Central Universities 222201717003.

语种：英文

外文关键词：silyl radical; photochemistry; acrylamide-/vinyl sulfonamide-attached alkylidenecyclopropanes; ring-opening; lactam- and sultam-containing polycyclic derivatives

摘要：A silyl radical-mediated carbocyclization of acrylamide-/vinyl sulfonamide-attached alkylidenecyclopropanes via photoredox catalysis with a catalytic amount of silane reagent is reported in this paper. With this protocol, a highly efficient synthesis for the construction of lactam- and sultam-containing polycyclic derivatives in 63-95% yields was achieved with a broad substrate scope. A reasonable reaction mechanism was proposed based on control experiments, where the catalytic amount of tris(trimethylsilyl)silane was used as the radical-based reagent.