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
  • [21] Electrochemical Oxidative Intramolecular N-S Bond Formation: Synthesis of 3-Substituted 5-Amino-1,2,4-Thiadiazoles
    Yang, Zan
    Zhang, Jiaqi
    Hu, Liping
    Li, Lijun
    Liu, Kun
    Yang, Tao
    Zhou, Congshan
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (05) : 3358 - 3363
  • [22] Synthesis of 2-Cyanobenzothiazoles via Pd-Catalyzed/Cu-Assisted C-H Functionalization/Intramolecular C-S Bond Formation from N-Arylcyanothioformamides
    Broudic, Nathan
    Pacheco-Benichou, Alexandra
    Fruit, Corinne
    Besson, Thierry
    MOLECULES, 2022, 27 (23):
  • [23] Metal-free approach for imidazole synthesis via one-pot N-α-C(sp3)-H bond functionalization of benzylamines
    Kadu, Vikas D.
    Thokal, Machhindra S.
    Godase, Rajkumar K.
    Kotali, Bhagyashree C.
    Wadkar, Pooja S.
    RSC ADVANCES, 2024, 14 (39) : 28332 - 28339
  • [24] Synthesis of 3-Hydroxy-4-Substituted Picolinonitriles from 4-Propargylaminoisoxazoles via Stepwise and One-Pot Isoxazolopyridine Formation/N-O Bond Cleavage Sequence
    Fukuhara, Shintaro
    Yugandar, Somaraju
    Fuse, Shinichiro
    Nakamura, Hiroyuki
    ACS OMEGA, 2018, 3 (12): : 16472 - 16476
  • [25] KI-assisted Sulfur Activation/Insertion/Denitration Strategy towards Dual C-S Bond Formation for One-pot Synthesis of β-Carboline-tethered 2-Acylbenzothiophenes
    Singh, Manpreet
    Jamra, Rahul
    Paul, Avijit K.
    Malakar, Chandi C.
    Singh, Virender
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 11 (02)
  • [26] Copper(ii)-catalyzed tandem cyclization for the synthesis of benzo[d][1,3]thiazin-2-yl phosphonates involving C-P and C-S bond formation
    Liu, Yang
    Yao, Shijie
    Wang, Chaoli
    Zhang, Yahui
    Hao, Wenyan
    RSC ADVANCES, 2020, 10 (53) : 32211 - 32215
  • [27] One-Pot Synthesis of 3-Aryl-5-amino-1,2,4-thiadiazoles from Imidates and Thioureas by I2-Mediated Oxidative Construction of the N-S Bond
    Chai, Ling
    Lai, Zhenzhen
    Xia, Qiangqiang
    Yuan, Jiangpei
    Bian, Qilong
    Yu, Mingjian
    Zhang, Wenkai
    Xu, Yuanqing
    Xu, Hao
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (31) : 4338 - 4344
  • [28] Multifunctional 5,6-dimethoxybenzo[d]isothiazol-3(2H)-one-N-alkylbenzylamine derivatives with acetylcholinesterase, monoamine oxidases and β-amyloid aggregation inhibitory activities as potential agents against Alzheimer's disease
    Xu, Rui
    Xiao, Ganyuan
    Li, Yan
    Liu, Hongyan
    Song, Qing
    Zhang, Xiaoyu
    Yang, Ziyi
    Zheng, Yunxiaozhu
    Tan, Zhenghuai
    Deng, Yong
    BIOORGANIC & MEDICINAL CHEMISTRY, 2018, 26 (08) : 1885 - 1895
  • [29] C-N bond formation under Cu-catalysis: Synthesis and in vitro evaluation of N-aryl substituted thieno[2,3-d]pyrimidin-4(3H)-ones against chorismate mutase
    Adepu, Raju
    Kumar, K. Shiva
    Sandra, Sandhya
    Rambabu, D.
    Krishna, G. Rama
    Reddy, C. Malla
    Kandale, Ajit
    Misra, Parimal
    Pal, Manojit
    BIOORGANIC & MEDICINAL CHEMISTRY, 2012, 20 (17) : 5127 - 5138
  • [30] Efficient synthesis of 1,2-benzisothiazoles from o-haloarylamidines and elemental sulfur via N-S/C-S bond formation under transition-metal-free conditions
    Xie, Hao
    Li, Guozheng
    Zhang, Feng
    Xiao, Fuhong
    Deng, Guo-Jun
    GREEN CHEMISTRY, 2018, 20 (04) : 827 - 831