Copper-catalysed one-pot synthesis of N-substituted benzo[d]isothiazol-3(2H)-ones via C-S/N-S bond formation

被引:27
|
作者
Paul, Rajesh [1 ]
Punniyamurthy, Tharmalingam [1 ]
机构
[1] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, India
关键词
ARYL IODIDES; NUCLEOCAPSID PROTEIN; BORONIC ACIDS; EFFICIENT; DESIGN; THIOLS; 1,2-BENZISOTHIAZOLIN-3-ONES; DERIVATIVES; THIOETHERS; HALIDES;
D O I
10.1039/c2ra20724a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
One-pot synthesis of N-substituted benzo[d]isothiazol-3(2H)-ones has been described using copper-catalysis from N-substituted 2-halobenzamides and sulfur powder via C-S/N-S bond formation with high yield.
引用
收藏
页码:7057 / 7060
页数:4
相关论文
共 50 条
  • [1] Double C-S bond formation via C-H bond functionalization: synthesis of benzothiazoles and naphtho[2,1-d] thiazoles from N-substituted arylamines and elemental sulfur
    Zhu, Xiaoming
    Yang, Yuzhong
    Xiao, Genhua
    Song, Jianxin
    Liang, Yun
    Deng, Guobo
    CHEMICAL COMMUNICATIONS, 2017, 53 (87) : 11917 - 11920
  • [2] Copper-Catalyzed Aerobic Oxidative N-S Bond Functionalization for C-S Bond Formation: Regio-and Stereoselective Synthesis of Sulfones and Thioethers
    Li, Xianwei
    Xu, Yanli
    Wu, Wanqing
    Jiang, Chang
    Qi, Chaorong
    Jiang, Huanfeng
    CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (26) : 7911 - 7915
  • [3] One-Pot Synthesis of Benzoxazole/Benzothiazole-Substituted Esters by Michael Addition: A Selective Construction of C-N/C-S Bonds
    Gong, Zhi-Ying
    Yang, Cheng-Li
    Wang, Dan
    Huang, Lang
    Dong, Zhi-Bing
    CATALYSTS, 2023, 13 (04)
  • [4] Metal-Free Synthesis of 2-Substituted (N, O, C) Benzothiazoles via an Intramolecular C-S Bond Formation
    Feng, Enguang
    Huang, He
    Zhou, Yu
    Ye, Deju
    Jiang, Hualiang
    Liu, Hong
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2010, 12 (04): : 422 - 429
  • [5] ONE-POT SYNTHESIS OF 2-SUBSTITUTED 3-THIOXO-2,3-DIHYDRO-1H-ISOINDOL-1-ONES BY THE REACTION OF N-SUBSTITUTED 2,N-DILITHIOBENZAMIDES WITH ISOTHIOCYANATES
    Kobayashi, Kazuhiro
    Fujiwara, Daiki
    HETEROCYCLES, 2017, 94 (09) : 1759 - 1765
  • [6] KI/K2S2O8-Mediated C-S/C-N Bond Formation: One-Pot Regioselective Synthesis of 5H-Thiazolo[3,2-a]pyrimidines
    Yang, Zan
    Liu, Si
    Li, An
    Liao, Jiashu
    Li, Lijun
    Yang, Tao
    Zhou, Congshan
    CHEMISTRYSELECT, 2019, 4 (21): : 6583 - 6586
  • [7] Copper/N, N, N′, N′-Tetramethylethylenediamine-Catalyzed Synthesis of N-Substituted Benzoheterocycles via C-S Cross-Coupling at Ambient Temperature in Water
    Zhao, Na
    Liu, Liang
    Wang, Fei
    Li, Jia
    Zhang, Wu
    ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (11-12) : 2575 - 2579
  • [8] One-Pot Synthesis of N-Substituted Isoindolin-1-ones via Reductive Amination/Lactamization of Methyl 2-Formylbenzoate
    Zhang, Wensheng
    Li, Yan
    Cui, Haiyan
    Su, Xiaoli
    Xu, Supeng
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2022, 42 (08) : 2456 - 2461
  • [9] Copper-catalyzed synthesis of 3-substituted-5-amino-1,2,4-thiadiazoles via intramolecular N-S bond formation
    Kim, Ha-Young
    Kwak, Se Hun
    Lee, Gee-Hyung
    Gong, Young-Dae
    TETRAHEDRON, 2014, 70 (45) : 8737 - 8743
  • [10] 2-(3-Hydroxybenzyl)benzo[d]isothiazol-3(2H)-one Mannich base derivatives as potential multifunctional anti-Alzheimer's agents
    He, Yuxi
    Xiao, Ganyuan
    Yu, Guangjun
    Song, Qing
    Zhang, Heng
    Liu, Zhuoling
    Tan, Zhenghuai
    Deng, Yong
    MEDICINAL CHEMISTRY RESEARCH, 2021, 30 (06) : 1249 - 1264