Efficient TCT-catalyzed synthesis of 1,5-benzodiazepine derivatives under mild conditions

被引:37
|
作者
Kuo, Chun-Wei [1 ]
Wang, Chun-Chao [1 ]
Kavala, Veerababurao [1 ]
Yao, Ching-Fa [1 ]
机构
[1] Natl Taiwan Normal Univ, Dept Chem, Taipei 116, Taiwan
关键词
benzodiazepines; 2,4,6-trichloro-1,3,5-triazine; enolizable ketones; o-phenylenediamines;
D O I
10.3390/molecules13092313
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
2,4,6-Trichloro-1,3,5-triazine (TCT) efficiently catalyzed the condensation reactions between 1,2-diamines and various enolizable ketones to afford 1,5-benzodiazepines in good to excellent yields. Simple and mild reaction conditions, the use of a cheap catalyst and easy workup and isolation are notable features of this method.
引用
收藏
页码:2313 / 2325
页数:13
相关论文
共 50 条
  • [31] Synthesis and mild conversion of 1,5-benzodiazepine iminothioethers into hydrazides
    Puodžiünaité, B.
    Kosychova, L.
    Jančiené, R.
    Stumbrevičiüté, Z.
    Chemistry of Heterocyclic Compounds, 1998, 34 (03): : 334 - 338
  • [32] Sulfanilic acid catalyzed solvent-free synthesis of 1,5-benzodiazepine derivatives
    Sangshetti, Jaiprakash N.
    Kokare, Nagnnath D.
    Shinde, Devanand B.
    CHINESE CHEMICAL LETTERS, 2007, 18 (11) : 1305 - 1308
  • [33] NEW 1,5-BENZODIAZEPINE DERIVATIVES
    CAPUANO, L
    GARTNER, K
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1981, 18 (07) : 1341 - 1343
  • [34] Molecular-iodine-catalyzed one-pot synthesis of 1,5-benzodiazepine derivatives under solvent-free conditions
    Chen, WY
    Lu, J
    SYNLETT, 2005, (08) : 1337 - 1339
  • [35] Scandium(III) triflate as an efficient and reusable catalyst for synthesis of 1,5-benzodiazepine derivatives
    De, SK
    Gibbs, RA
    TETRAHEDRON LETTERS, 2005, 46 (11) : 1811 - 1813
  • [36] Ceric ammonium nitrate (CAN) promoted efficient synthesis of 1,5-benzodiazepine derivatives
    Varala, Ravi
    Enugala, Ramu
    Nuvula, Sreelatha
    Adapa, Srinivas R.
    SYNLETT, 2006, (07) : 1009 - 1014
  • [37] An efficient synthesis of new 2-pyronyl-1,5-benzodiazepine derivatives
    Fodili, M
    Amari, M
    Kolli, B
    Robert, A
    Baudy-Floc'h, M
    Le Grel, P
    SYNTHESIS-STUTTGART, 1999, (05): : 811 - 814
  • [38] Ytterbium triflate promoted synthesis of 1,5-benzodiazepine derivatives
    Curini, M
    Epifano, F
    Marcotullio, MC
    Rosati, O
    TETRAHEDRON LETTERS, 2001, 42 (18) : 3193 - 3195
  • [39] Synthesis of 1,5-benzodiazepine derivatives catalysed by zinc chloride
    Pasha, Mohamed Afzal
    Jayashankara, Vaderapura Puttaramegowda
    HETEROCYCLES, 2006, 68 (05) : 1017 - 1023
  • [40] An efficient synthesis of 3H-1,5-benzodiazepine derivatives catalyzed by heteropolyacids as a heterogeneous recyclable catalyst
    Heravi, Majid M.
    Sadjadi, Samaheh
    Oskooie, Hossein A.
    Hekmatshoar, Rahim
    Bamoharram, Fatemeh F.
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2008, 55 (04) : 842 - 845