One-pot synthesis of 5-arylamino-1,3,4-selenadiazol-2(3H)-ones from arylisoselenocyanates

被引:3
作者
Xie, Yuanyuan [1 ]
Yang, Ping [1 ]
Chen, Xiaodong [1 ]
机构
[1] Zhejiang Univ Technol, Coll Pharmaceut Sci, Minist Educ, Key Lab Green Pharmaceut Technol & Related Equipm, Hangzhou 310014, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
arylisoselenocyanates; selenadiazole; bis(trichloromethyl) carbonate; cyclisation; tandem reaction; SELENIUM-CONTAINING HETEROCYCLES; ISOSELENOCYANATES; DERIVATIVES; DISELENIDES; INHIBITORS; REARRANGEMENT; SELENOUREAS; AGENTS;
D O I
10.3184/174751912X13377840596361
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A one-pot reaction of arylisoselenocyanates, hydrazine and bis(trichloromethyl) carbonate, in the presence of a base provides an efficient route for the synthesis of 5-arylamino-1,3,4-selenadiazol-2(3H)-ones in good to excellent yields. A plausible mechanism is proposed for the reaction.
引用
收藏
页码:421 / 424
页数:4
相关论文
共 50 条
[41]   Vitamin B12: An efficient type catalyst for the one-pot synthesis of 3,4,5-trisubstituted furan-2(5H)-ones and N-aryl-3-aminodihydropyrrol-2-one-4-carboxylates [J].
Kangani, Mehrnoosh ;
Maghsoodlou, Malek-Taher ;
Hazeri, Nourallah .
CHINESE CHEMICAL LETTERS, 2016, 27 (01) :66-70
[42]   A practical and versatile approach toward a one-pot synthesis of 2,3-disubstituted 4(3H)-quinazolinones [J].
Dabiri, Minoo ;
Salehi, Peyman ;
Bahramnejad, Mahboobeh ;
Alizadeh, Mohsen .
MONATSHEFTE FUR CHEMIE, 2010, 141 (08) :877-881
[43]   Four Partners, Three-Step, One-Pot Reaction for a Library of New 2-Alkyl(dialkyl)aminoquinazolin-4(3H)-ones [J].
Caruso, Anna ;
Lancelot, Jean-Charles ;
El-Kashef, Hussein ;
Panno, Antonella ;
Sinicropi, Maria Stefania ;
Legay, Remi ;
Lesnard, Aurelien ;
Lepailleur, Alban ;
Rault, Sylvain .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2014, 51 :E282-E293
[44]   One-pot synthesis of benzo[a]phenanthridin-5-ones by photoinduced cycloaddition of 3-chloroisoquinolin-1-ones with styrenes [J].
Li, Bing ;
Han, Bing ;
Shi, Zong-jun ;
Ren, Yu-wei ;
Lu, Shen-ci ;
Zhang, Wei .
TETRAHEDRON LETTERS, 2010, 51 (29) :3748-3751
[45]   Synthesis of Substituted Pyridazin-3-ones, 1,2-Oxazin-3-ones, and Furopyrimidines from (Arylmethylidene)furan-2(3H)-ones [J].
Anis'kova, T. V. ;
Egorova, A. Yu. .
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 54 (09) :1389-1394
[46]   Application of N-Acylbenzotriazoles in the Synthesis of 5-Substituted 2-Ethoxy-1,3,4-oxadiazoles as Building Blocks toward 3,5-Disubstituted 1,3,4-Oxadiazol-2(3H)-ones [J].
Wet-osot, Sirawit ;
Phakhodee, Wong ;
Pattarawarapan, Mookda .
JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (18) :9923-9929
[47]   Convenient one-pot synthesis of N3-substituted pyrido[2,3-d]-, pyrido[3,4-d]-, pyrido[4,3-d]-pyrimidin-4(3H)-ones, and quinazolin-4(3H)-ones analogs [J].
Deau, Emmanuel ;
Hedou, Damien ;
Chosson, Elizabeth ;
Levacher, Vincent ;
Besson, Thierry .
TETRAHEDRON LETTERS, 2013, 54 (27) :3518-3521
[48]   SYNTHESIS OF SOME NEW 3-(5-(ARYLAMINO)-1,3,4-THIADIAZOL-2-YL)-2H-CHROMEN-2-ONES AND 3-(4-ARYL-5-THIOXO-4,5-DIHYDRO-1H-1,2,4-TRIAZOL-3-YL)-2H-CHROMEN-2-ONES [J].
Saeed, Aamer ;
Ibrar, Aliya .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2011, 186 (08) :1801-1810
[49]   Palladium-catalyzed oxidative carbonylation of hydrazides: synthesis of 1,3,4-oxadiazol-2(3H)-ones [J].
Wang, Yu ;
Meng, Xu ;
Yang, Yuting ;
Zhang, Lutao ;
Guo, Shuaibo ;
Tang, Dong ;
Li, Yaxuan ;
Chen, Baohua .
CHEMICAL COMMUNICATIONS, 2015, 51 (10) :1905-1907
[50]   One-Pot Synthesis of Fused Indolin-3-Ones via a [3+3] Cycloaddition Reaction [J].
Huang, Lang ;
Yao, Zhenyu ;
Huang, Guanghua ;
Ao, Yaqi ;
Zhu, Bin ;
Li, Sanshu ;
Cui, Xiuling .
ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (22) :5092-5098