Facile and Odorless One-Pot Process for the Synthesis of N-Substituted Thioamides via TsCl-Mediated Beckmann Rearrangement of Ketoximes

被引：7
作者：
Liu, Li-Feng [1 ]
An, Na [1 ]
Pi, Hong-Jun [1 ]
Ying, Jun [1 ]
Du, Wenting [1 ,2 ]
Deng, Wei-Ping [1 ]
机构：
[1] E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China
[2] Zhejiang Med Coll, Dept Pharm, Hangzhou 310053, Zhejiang, Peoples R China
来源：
SYNLETT | 2011年 / 07期
关键词：
Beckmann rearrangement; thioamides; tosyl chloride; ketoximes; LAWESSONS REAGENT; THIONATION; AMIDES; CONVERSION; CATALYST; LACTAMS; MILD;
D O I：
10.1055/s-0030-1259720
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A facile and odorless one-pot thionation process for the synthesis of N-substituted thioamides using chemically stable and inexpensive thiourea reagent via the Beckmann rearrangement of ketoximes, has been described.
引用
收藏
页码：979 / 981
页数：3
相关论文
共 26 条
  • [21] A facile one-pot synthesis of substituted N-{[2-(aminocarbonyl)phenylamino]thioxomethyl}benzamides and 2-aryl-quinazolin-4(3H)-ones
    Mohebat, R.
    Raja, M.
    Mohammadian, Gh.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2015, 85 (10) : 2395 - 2398
  • [22] H-phosphonate mediated sulfonylation of 2-substituted quinoline N-oxides: One-pot strategy for the synthesis of 3/4-sulfonylquinoline derivatives
    Ma, Huili
    Liu, Shuyun
    Zhu, Shaohua
    Bi, Wenzhu
    Chen, Xiaolan
    Zhao, Yufen
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2017, 192 (08) : 887 - 895
  • [23] Enantiospecific Total Synthesis of (+)-Tanikolide via a Key [2,3]-Meisenheimer Rearrangement with an Allylic Amine N-Oxide-Directed Epoxidation and a One-Pot Trichloroisocyanuric Acid N-Debenzylation and N-Chlorination
    Xie, Yangla
    Sun, Moran
    Zhou, Hang
    Cao, Qiwei
    Gao, Kaige
    Niu, Changling
    Yang, Hua
    JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (20) : 10251 - 10263
  • [24] Metal-free one-pot synthesis of 1,3-diazaheterocyclic compounds via I2-mediated oxidative C-N bond formation
    Tian, Xianhai
    Song, Lina
    Li, Ertong
    Wang, Qiang
    Yu, Wenquan
    Chang, Junbiao
    RSC ADVANCES, 2015, 5 (76) : 62194 - 62201
  • [25] Synthesis of Bulky N-Acyl Heterocycles by DMAPO/Boc2O-Mediated One-Pot Direct N-Acylation of Less Nucleophilic N-Heterocycles with a-Fully Substituted Carboxylic Acids
    Umehara, Atsushi
    Shimizu, Soma
    Sasaki, Makoto
    ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (14) : 2367 - 2376
  • [26] ompg-C3N4/SO3H organocatalyst-mediated green synthesis of 1,2-dihydro-1-arylnaphtho[1,2-e][1,3] oxazin-3-ones under solvent-free and mild conditions: a fast and facile one-pot three-component approach
    Goodarzi, Nahal
    Rashidizadeh, Afsaneh
    Ghafuri, Hossein
    MONATSHEFTE FUR CHEMIE, 2020, 151 (05): : 791 - 798
123