文献类型：期刊文献

英文题名：meta-OTf-substituted diaryliodonium salts enabled aryne 1,2,2′-trifunctionalization via a cascade of thia-Fries and aza-Claisen rearrangements

作者：Chu, Lifeng[1,2];Chen, Huangguan[1,2];Xu, Zhen-Jiang[3];Wang, Limin[1,2];Han, Jianwei[1,2]

机构：[1]East China Univ Sci & Technol, Key Lab Adv Mat & Feringa Nobel Prize Scientist Jo, Dept Fine Chem, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Inst Fine Chem, Sch Chem & Mol Engn, 130 Meilong Rd, Shanghai 200237, Peoples R China;[3]Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai Hong Kong Joint Lab Chem Synth, 345 Ling Ling Rd, Shanghai 200032, Peoples R China

年份：2025

卷号：12

期号：13

起止页码：3786

外文期刊名：ORGANIC CHEMISTRY FRONTIERS

收录：;EI(收录号：20251318147845);WOS:【SCI-EXPANDED(收录号:WOS:001451134900001)，CCR-EXPANDED(收录号:WOS:001451134900001)】；

基金：The work was supported by the National Nature Science Foundation of China (NSFC 22478117). The authors thank the Research Center of Analysis and Test of the East China University of Science and Technology for their help with the characterization.

语种：英文

外文关键词：Aromatization

摘要：A novel cascade reaction involving thia-Fries and aza-Claisen rearrangements has been developed using meta-trifluoromethanesulfonate-substituted diaryliodonium salts, enabling the generation of aryne intermediates. In contrast to previously reported methods that achieve triple substitutions only on the aryne ring, our approach enables 1,2,2 '-trisubstitution across two distinct aromatic rings of both the aryne and the aryl group of arylamines. The reaction efficiently forms C-N, C-S, and C-C bonds at adjacent positions of each aromatic ring in a sequential manner.