Derivation of Benzothiadiazine-1,1-dioxide Scaffolds via Transition Metal-Catalyzed C-H Activation/Annulation

被引:6
|
作者
Lai, Ruizhi [1 ,2 ]
Xu, Shuran [1 ,2 ]
Zhang, Qingyao [1 ,2 ]
Zhou, Hui [1 ,2 ]
Luo, Cankun [1 ,2 ]
Wang, Yuerong [1 ,2 ]
Hai, Li [1 ,2 ]
Wu, Yong [1 ,2 ]
机构
[1] Sichuan Univ, Sichuan Engn Lab Plant Sourced Drug, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst,Educ M, Chengdu 610041, Sichuan, Peoples R China
[2] Sichuan Univ, Sichuan Res Ctr Drug Precis Ind Technol, Chengdu 610041, Sichuan, Peoples R China
来源
CHINESE JOURNAL OF CHEMISTRY | 2023年 / 41卷 / 16期
关键词
C-H activation; Annulation; Ruthenium; Rhodium; Heterocycles; Fused-ring systems; Spiro compounds; Diazo compounds; CONSTRUCTION; 1,1-DIOXIDES; STRATEGY; TANDEM;
D O I
10.1002/cjoc.202300095
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Comprehensive SummaryBenzothiadiazine-1,1-dioxide scaffold is bioactive framework with wild utility and applications. Synthesis of benzothiadiazine-fused isoquinoline derivatives and spiro benzothiadiazine derivatives through transition metal-catalyzed C-H activation/annulation was reported. 3-Phenyl-2H-benzothiadiazine-1,1-dioxide was used as the reaction substrate, and vinylene carbonate and 4-diazopyrazolone were used as the coupling reagents, respectively. This strategy provides straightforward access to complex N-heterocycles in a highly efficient and simple manner.
引用
收藏
页码:1973 / 1978
页数:6
相关论文
共 50 条
  • [31] Transition Metal-Catalyzed Directing-Group-Assisted C-H Activation of Phenols
    Xu, Xing
    Luo, Junfei
    CHEMSUSCHEM, 2019, 12 (20) : 4601 - 4616
  • [32] Biomass-Derived Solvents for Sustainable Transition Metal-Catalyzed C-H Activation
    Gandeepan, Parthasarathy
    Kaplaneris, Nikolaos
    Santoro, Stefano
    Vaccaro, Luigi
    Ackermann, Lutz
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2019, 7 (09) : 8023 - 8040
  • [33] Transition Metal-Catalyzed C-H Activation via Imine-Based Transient Directing Group Strategy
    Wu, Yongjie
    Shi, Bingfeng
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2020, 40 (11) : 3517 - 3535
  • [34] Recent advances in transition metal-catalyzed heteroannulative difunctionalization of alkenes via C-H activation for the synthesis of heterocycles
    Liu, Jianchao
    Xiao, Xiao
    Lai, Yintong
    Zhang, Zhenming
    ORGANIC CHEMISTRY FRONTIERS, 2022, 9 (08) : 2256 - 2279
  • [36] Construction of Rings via Metal-Catalyzed C-H Annulation with Unsymmetrical Internal Alkynes: Selectivity and Applications
    Zhang, Qiaoya
    Chen, Ci
    Liu, Bairong
    Liu, Yuan
    Gao, Yang
    Chen, Qian
    Huo, Yanping
    Li, Xianwei
    CHEMCATCHEM, 2023, 15 (21)
  • [37] Transition Metal-Catalyzed C-H Functionalization Through Electrocatalysis
    Baroliya, Prabhat Kumar
    Dhaker, Mukesh
    Panja, Subir
    Al-Thabaiti, Shaeel Ahmed
    Albukhari, Soha M.
    Alsulami, Qana A.
    Dutta, Arnab
    Maiti, Debabrata
    CHEMSUSCHEM, 2023, 16 (12)
  • [38] Asymmetric synthesis of chiral organosilicon compounds via transition metal-catalyzed stereoselective C-H activation and silylation
    Zhang, Ming
    Gao, Shan
    Tang, Juan
    Chen, Ling
    Liu, Aihua
    Sheng, Shouri
    Zhang, Ai Qin
    CHEMICAL COMMUNICATIONS, 2021, 57 (67) : 8250 - 8263
  • [39] Metal-catalyzed C-H activation for polymer synthesis and functionalization
    Yang, Yang
    Nishiura, Masayoshi
    Wang, Haobing
    Hou, Zhaomin
    COORDINATION CHEMISTRY REVIEWS, 2018, 376 : 506 - 532
  • [40] Group 9 Transition Metal-Catalyzed C-H Halogenations
    Lied, Fabian
    Patra, Tuhin
    Glorius, Frank
    ISRAEL JOURNAL OF CHEMISTRY, 2017, 57 (10-11) : 945 - 952