文献类型：期刊文献

英文题名：Palladium-Initiated Radical Cascade Stereoselective Iodofluoroalkylation/Cycloisomerization of Ene-vinylidenecyclopropanes

作者：Yang, Song[1,2];Xu, Qin[1,2];Shi, Min[1,2,3]

机构：[1]East China Univ Sci & Technol, Key Lab Adv Mat, Meilong Rd 130, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Inst Fine Chem, Meilong Rd 130, Shanghai 200237, Peoples R China;[3]Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 354 Fenglin Rd, Shanghai 200032, Peoples R China

年份：2016

卷号：22

期号：30

起止页码：10387

外文期刊名：CHEMISTRY-A EUROPEAN JOURNAL

收录：;EI(收录号：20162902617264);WOS:【SCI-EXPANDED(收录号:WOS:000380273300017)，CCR-EXPANDED(收录号:WOS:000380273300017)】；

基金：This work was supported by the Joint NSFC-ISF Research Program, jointly funded by the National Natural Science Foundation of China and the Israel Science Foundation. We are also grateful for the financial support from the National Basic Research Program of China (973)-2015CB856603 and the National Natural Science Foundation of China for financial support (20472096, 21372241, 21361140350, 20672127, 21102166, 21121062, 21302203, 20732008 and 21572052).

语种：英文

外文关键词：alkyl iodides; cyclopropane; difluoromethylation; ene-vinylidenecyclopropanes; palladium

摘要：A novel and convenient palladium-initiated radical cascade stereoselective iodofluoroalkylation/cycloisomerization of ene-vinylidenecyclopropanes with fluoroalkyl iodides has been developed. The reaction proceeds under mild reaction conditions with high atom economy and stereoselectivity, thereby allowing an efficient access to a variety of difluoromethylated or perfluoroalkylated pyrrolidines tethered with an alkyl iodide. Two plausible radical pathways for the transformation have been proposed on the basis of the results of control experiments and previous reports, which in one case it was thought that palladium(0) was an initiator rather than a catalyst.