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

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

扫码查看
原文链接
  • 万方数据
  • 维普
Tetralin-1-carboxamides are frequently incorporated in myriad medicinally important molecules.However,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 derivatives.Herein,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(sp3)-Br/C(sp2)-H bond cleavage,double C-C bond formation,and aromatization sequence.The developed protocol provides a convenient,efficient,and green approach to a variety of tetra-lin-1-carboxamide derivatives with good functional group compatibility.Importantly,the resulting products could also undergo the LiCI-mediated mono-decarboxylative cyclization process to further furnish the architecturally novel bridged polycyclic imides with excellent cis-diastereoselectivities.

AnnulationMetal-freePhotoredox catalysisTetralin-1-carboxamideCyclic imidesSynthetic methodsC-C couplingRadical reactionsReaction mechanisms

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

展开 >

Nuclear Medicine and Molecular Imaging Key Laboratory of Sichuan Province,School of Pharmacy,Southwest Medical University,Luzhou,Sichuan 646000,China

Department of Pharmacy,Affiliated Hospital,Southwest Medical University,Luzhou,Sichuan 646000,China

Department of Chemistry,School of Basic Medical Science,Southwest Medical University,Luzhou,Sichuan 646000,China

国家自然科学基金国家自然科学基金四川省科技计划四川省科技计划Open Project Program of Nuclear Medicine and Molecular Imaging Key Laboratory of Sichuan ProvinceOpen Project Program of Nuclear Medicine and Molecular Imaging Key Laboratory of Sichuan Provinceresearch fund of Southwest Medical University

22101237221712332022YFS06082022NSFSC1219HYX21003HYX220082021ZKMS042

2024

10.1002/cjoc.202300483

中国化学(英文版)
中国化学会 上海有机化学研究所

中国化学(英文版)

CSTPCD
影响因子：0.848
ISSN：1001-604X
年,卷(期)：2024.42(2)
  • 59