详细信息

Catalyst-Free [4+1] Annulation of α-Imidoyl Sulfoxonium Ylides and Diazo Compounds Enabling the Modular Synthesis of 2-Indanones and 3(2H)-Furanones  ( SCI-EXPANDED收录)  

文献类型:期刊文献

英文题名:Catalyst-Free [4+1] Annulation of α-Imidoyl Sulfoxonium Ylides and Diazo Compounds Enabling the Modular Synthesis of 2-Indanones and 3(2H)-Furanones

作者:Jian, Yong[1,3];He, Yu-Jie[1];Hu, Chao[1];Li, Xingguang[1];Liu, Pei-Nian[1,2]

机构:[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai Key Lab Funct Mat Chem, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]China Pharmaceut Univ, Sch Pharm, State Key Lab Nat Med, Nanjing 210009, Peoples R China;[3]Shanghai Neutan Pharmaceut Co Ltd, Bldg 26,555 Huanqiao Rd,Pudong New Area, Shanghai 201315, Peoples R China

年份:2024

卷号:26

期号:40

起止页码:8492

外文期刊名:ORGANIC LETTERS

收录:;WOS:【SCI-EXPANDED(收录号:WOS:001324842900001),CCR-EXPANDED(收录号:WOS:001324842900001)】;

基金:The authors are grateful to the National Natural Science Foundation of China (22201073, 21925201, and 22161160319) and the Fundamental Research Funds for the Central Universities. The authors thank the Research Center of Analysis and Test of East China University of Science and Technology for help with the characterization.

语种:英文

摘要:A novel substrate-regulated [4+1] annulation of alpha-imidoyl sulfoxonium ylides with diazoketones under catalyst-free conditions is described. The reaction proceeds through a coupling of sulfoxonium ylides and in situ-generated ketenes to form the key reactive zwitterionic intermediates, followed by selective formation of C-C or C-O bonds to achieve five-membered ring systems. The cascade reaction permits the direct synthesis of synthetically useful 2-indanones and 3(2H)-furanones, which expands the reaction pattern of sulfoxonium ylides in annulation transformation.

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