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

被引:29
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
[41]   Copper-Catalyzed Double C-S Bonds Formation via Different Paths: Synthesis of Benzothiazoles from N-Benzyl-2-iodoaniline and Potassium Sulfide [J].
Zhang, Xiaoyun ;
Zeng, Weilan ;
Yang, Yuan ;
Huang, Hui ;
Liang, Yun .
ORGANIC LETTERS, 2014, 16 (03) :876-879
[42]   Development of Safe One-Pot Synthesis of N-1-and C-2-Substituted Benzimidazole via Reductive Cyclization of o-Nitroarylamine Using Na2S2O4 [J].
Oda, Shinichi ;
Shimizu, Hideki ;
Aoyama, Yasunori ;
Ueki, Tatsuo ;
Shimizu, Sumio ;
Osato, Hiroshi ;
Takeuchi, Yoshiyuki .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2012, 16 (01) :96-101
[43]   I2-Mediated Oxidative C-N and N-S Bond Formation in Water: A Metal-Free Synthesis of 4,5-Disubstituted/N-Fused 3-Amino-1,2,4-triazoles and 3-Substituted 5-Amino-1,2,4-thiadiazoles [J].
Jatangi, Nagesh ;
Tumula, Nagaraju ;
Palakodety, Radha Krishna ;
Nakka, Mangarao .
JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (10) :5715-5723
[44]   Highly Efficient One-Pot Synthesis of 2-Substituted Quinazolines and 4H-Benzo[d][1,3]oxazines via Cross Dehydrogenative Coupling using Sodium Hypochlorite [J].
Maheswari, C. Uma ;
Kumar, G. Sathish ;
Venkateshwar, M. ;
Kumar, R. Arun ;
Kantam, M. Lakshmi ;
Reddy, K. Rajender .
ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (2-3) :341-346
[45]   Visible-Light-Mediated Synthesis of 4H-benzo[1,4]thiazin-2-amines and 3,4-Dihydroquinoxalin-2-amines: An Efficient and Metal Free Route to C-S, C-N Bond Formation [J].
Yadav, Neetu ;
Sagir, Hozeyfa ;
Ansari, Mohd. Danish ;
Siddiqui, I. R. .
CATALYSIS LETTERS, 2018, 148 (06) :1676-1685
[46]   A novel synthesis of 3-((benzo[d]thiazol-2-ylamino)(phenyl)methyl)-4-hydroxy-1-methylquinolin-2(1H)-one via consecutive C-C and C-N bond formation in water [J].
Yadav, Maruti B. ;
Vagh, Sandip S. ;
Jeong, Yeon Tae .
RESEARCH ON CHEMICAL INTERMEDIATES, 2020, 46 (08) :3801-3815
[47]   An efficient one-pot multi-component synthesis of 3,4,5-substituted furan-2(5H)-ones catalyzed by tetra-n-butylammonium bisulfate [J].
Doostmohammadi, Razieh ;
Maghsoodlou, Malek Taher ;
Hazeri, Nourallah ;
Habibi-Khorassani, Sayyed Mostafa .
CHINESE CHEMICAL LETTERS, 2013, 24 (10) :901-903
[48]   Nano-cuprous oxide catalyzed one-pot synthesis of a carbazole-based STAT3 inhibitor: a facile approach via intramolecular C-N bond formation reactions [J].
Baburajeev, C. P. ;
Mohan, Chakrabhavi Dhananjaya ;
Patil, Govindagouda S. ;
Rangappa, Shobith ;
Pandey, Vijay ;
Sebastian, Anusha ;
Fuchs, Julian E. ;
Bender, Andreas ;
Lobie, Peter E. ;
Basappa ;
Rangappa, Kanchugarakoppal S. .
RSC ADVANCES, 2016, 6 (43) :36775-36785
[49]   One-pot synthesis of 2,4,5-triarylimidazole and phenanthro[9,10-d] imidazole derivatives catalyzed by a new set of crystalline aluminium(III) complexes via C-N bond formation [J].
Subramaniyan, Mahabarathi ;
Pathak, Madhvesh .
INORGANICA CHIMICA ACTA, 2025, 580
[50]   N-SO3H Functionalised Brønsted Acidic Ionic Liquid Catalysed Sequential One-Pot Synthesis of 2-Amino-3-Cyanopyridines via Claisen-Schmidt Condensation Under Solvent-free Condition [J].
Das, Sukanya ;
Paul, Subham ;
Kashyap, Niharika ;
Saikia, Pinku ;
Borah, Ruli .
CHEMISTRYSELECT, 2024, 9 (11)