Metal-Free Photocatalytic[4+2]Annulation of Acrylamides with 2-Benzyl-2-bromocarbonyls to Assemble Tetralin-1-carboxamides

作     者：Weicai Li Lu Tan Yijun Chen Rui Liu Zhongyu Qi Shixuan Yuan Zhanwen Huang Siping Wei Xi Du Dong Yi Weicai Li;Lu Tan;Yijun Chen;Rui Liu;Zhongyu Qi;Shixuan Yuan;Zhanwen Huang;Siping Wei;Xi Du;Dong Yi

作者机构：Nuclear Medicine and Molecular Imaging Key Laboratory of Sichuan ProvinceSchool of PharmacySouthwest Medical UniversityLuzhouSichuan 646000China Department of ChemistrySchool of Basic Medical ScienceSouthwest Medical UniversityLuzhouSichuan 646000China Department of PharmacyAffiliated HospitalSouthwest Medical UniversityLuzhouSichuan 646000China 

出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)

年 卷 期：2024年第42卷第2期

页      面：157-163页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：supported by the National Natural Science Foundation of China(Nos.22101237,22171233) the Science and Technology Program of Sichuan Province(Nos.2022YFS0608,2022NSFSC1219) the Open Project Program of Nuclear Medicine and Molecular Imaging Key Laboratory of Sichuan Province(Nos.HYX21003,HYX22008) the research fund of Southwest Medical University(2021ZKMS042) 

主　　题：Annulation Metal-free Photoredox catalysis Tetralin-1-carboxamide Cyclic imides Synthetic methods C-C coupling Radical reactions Reaction mechanisms 

摘      要：Tetralin-1-carboxamides are frequently incorporated in myriad medicinally important ***,their existing synthetic routes not only suffer from some drawbacks such as tedious procedures,harsh reaction conditions,narrow substrate scope,low yields,and environmental problems,but are also based upon the elaboration of uneasily available non-linear tetralin ***,we describe a metal-and additive-free visible light-induced[4+2]annulation of two simple linear starting materials,namely acrylamides and 2-benzyl-2-bromocarbonyls,through a cascade C(sp^(3))-Br/C(sp^(2))-H bond cleavage,double C-C bond formation,and aromatization *** developed protocol provides a convenient,efficient,and green approach to a variety of tetralin-1-carboxamide derivatives with good functional group ***,the resulting products could also undergo the Licl-mediated mono-decarboxylative cyclization process to further furnish the architecturally novel bridged polycyclic imides with excellentcis-diastereoselectivities.