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
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 50 条
  • [1] The facile one-pot synthesis of N-imidoylbenzotriazoles via a Beckmann rearrangement of ketoximes
    Pi, Hong-Jun
    Liu, Li-Feng
    Jiang, Shan-Shan
    Du, Wenting
    Deng, Wei-Ping
    TETRAHEDRON, 2010, 66 (32) : 6097 - 6100
  • [2] Ketoximes to N-substituted thioamides via PSCl3 mediated Beckmann rearrangement
    Pathak, Uma
    Pandey, Lokesh Kumar
    Mathur, Sweta
    Suryanarayana, M. V. S.
    CHEMICAL COMMUNICATIONS, 2009, (36) : 5409 - 5411
  • [3] A facile one-pot synthesis of N-substituted tetrahydroquinolines
    Babu, Thelagathoti Hari
    Shanthi, Gnanamani
    Perumal, Paramasivan T.
    TETRAHEDRON LETTERS, 2009, 50 (24) : 2881 - 2884
  • [4] A Convenient one-pot preparation of N-substituted thioamides
    Pandey, Lokesh Kumar
    Pathak, Uma
    Mazumder, Avik
    Mathur, Sweta
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2010, 49 (09): : 1225 - 1228
  • [5] A novel and facile one-pot method for the synthesis of N-substituted sulfamates
    Rogers, Hallena
    Humphrey, Guy
    Chiu, Anna
    Pei, Tao
    SYNTHESIS-STUTTGART, 2008, (14): : 2298 - 2302
  • [6] One-pot synthesis of N-imidoylbenzotriazoles via benzotriazole-mediated Beckmann rearrangement of oximes
    Katritzky, AR
    Monteux, DA
    Tymoshenko, DO
    ORGANIC LETTERS, 1999, 1 (04) : 577 - 578
  • [7] THE CONVENIENT AND ONE-POT SYNTHESIS OF N-SUBSTITUTED CARBAZOLES
    KASHIMA, C
    HIBI, S
    MARUYAMA, T
    OMOTE, Y
    TETRAHEDRON LETTERS, 1986, 27 (19) : 2131 - 2134
  • [8] Solvent-mediated One-pot Synthesis of Cyclic N-Substituted Imides
    Patil, Sambhaji V.
    Mahale, Keshao A.
    Gosavi, Kirankumar S.
    Deshmukh, Ganesh B.
    Patil, Nilesh S.
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2013, 45 (04) : 314 - 320
  • [9] First ultrasound-mediated one-pot synthesis of N-substituted amides
    Srivastava, Rajendra M.
    Neves Filho, Ricardo A. W.
    da Silva, Cecilia A.
    Bortoluzzi, Adailton J.
    ULTRASONICS SONOCHEMISTRY, 2009, 16 (06) : 737 - 742
  • [10] Organoiodine(III) mediated one-pot synthesis of N-substituted 2-aminothiazoles
    Prakash, O
    Pundeer, R
    Chaudhri, V
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2004, 81 (09) : 786 - 788