Scandium(III) triflate as an efficient and reusable catalyst for synthesis of 1,5-benzodiazepine derivatives

被引:110
作者
De, SK [1 ]
Gibbs, RA [1 ]
机构
[1] Purdue Univ, Dept Med Chem & Mol Pharmacol, Purdue Canc Ctr, W Lafayette, IN 47906 USA
关键词
D O I
10.1016/j.tetlet.2005.01.113
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2,3-Dihydro-1H-1,5-benzodiazepines have been synthesized in solvent-free conditions in excellent yield from o-phenylenediamines and ketones in the presence of a catalytic amount of Sc(OTf)(3). This method is a very easy, rapid, and high yielding reaction for the synthesis of 1,5-benzodiazepine derivatives. (C) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1811 / 1813
页数:3
相关论文
共 23 条
[11]  
HARRIS RC, 1968, Patent No. 1537757
[12]   SYNTHESES OF HETEROCYCLIC-COMPOUNDS .29. SUBSTITUTED 2,3-DIHYDRO-1H-1,5-BENZODIAZEPINES [J].
HERBERT, JAL ;
SUSCHITZKY, H .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (23) :2657-2661
[13]   Room temperature ionic liquid promoted synthesis of 1,5-benzodiazepine derivatives under ambient conditions [J].
Jarikote, DV ;
Siddiqui, SA ;
Rajagopal, R ;
Daniel, T ;
Lahoti, RJ ;
Srinivasan, KV .
TETRAHEDRON LETTERS, 2003, 44 (09) :1835-1838
[14]  
Jung DI, 1999, SYNTHETIC COMMUN, V29, P1941
[15]   Rare-earth metal triflates in organic synthesis [J].
Kobayashi, S ;
Sugiura, M ;
Kitagawa, H ;
Lam, WWL .
CHEMICAL REVIEWS, 2002, 102 (06) :2227-2302
[16]  
KOBAYASHI S, 1999, EUR J ORG CHEM, V73, P4961
[17]  
Landquist J. K., 1984, COMPREHENSIVE HETERO, V1, P166, DOI DOI 10.1016/B978-008096519-2.00006-0
[18]  
Minothora P., 2002, TETRAHEDRON LETT, V43, P1755
[19]  
MORALES HR, 1986, HETEROCYCLES, V24, P135
[20]   UBER HETEROCYCLISCHE SIEBENRINGSYSTEME .10. SYNTHESEN KONDENSIERTER 5-GLIEDRIGER 7-GLIEDRIGER UND 8-GLIEDRIGER HETEROCYCLEN MIT 2 STICKSTOFFATOMEN [J].
RIED, W ;
TORINUS, E .
CHEMISCHE BERICHTE-RECUEIL, 1959, 92 (11) :2902-2916