文献类型：期刊文献

英文题名：Deacetylative Aryl Migration of Diaryliodonium Salts with C(sp2)-N Bond Formation toward ortho-Iodo N-Aryl Sulfonamides

作者：Chen, Huangguan[1,2];Wang, Limin[1,2];Han, Jianwei[1,2,3]

机构：[1]East China Univ Sci & Technol, Key Lab Adv Mat, Sch Chem & Mol Engn, Inst Fine Chem, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Feringa Nobel Prize Scientist Joint Res Ctr, Sch Chem & Mol Engn, Inst Fine Chem, Shanghai 200237, Peoples R China;[3]Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai Hong Kong Joint Lab Chem Synth, Shanghai 200032, Peoples R China

年份：2020

卷号：22

期号：9

起止页码：3581

外文期刊名：ORGANIC LETTERS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000530076400055)，CCR-EXPANDED(收录号:WOS:000530076400055)】；

基金：The work was supported by National Key Research and Development Program (2016YFA0200302), Shanghai Municipal Science and Technology Major Project (Grant No. 2018SHZDZX03), the National Nature Science Foundation of China (NSFC 21772039, 21472213), and Croucher Foundation (Hong Kong) in the form of a CAS-Croucher Foundation Joint Laboratory Grant, the Fundamental Research Funds for the Central Universities and Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences.

语种：英文

摘要：An unprecedented approach of metal-free C(sp(2))-N bond formation via deacetylation/intramolecular aryl migration is demonstrated with novel N-sulfonamide substituted diaryliodonium salts. The reaction provides a variety of ortho-iodo N-aryl sulfonamides. The products were employed in several coupling reactions to afford useful diarylamine scaffolds. Furthermore, the key intermediates of zwitterionic iodoniums in the reaction were isolated and verified by the X-ray crystallographic analysis, which showcased unambiguous mechanistic insight into the reactivity of the reaction cascade.