One-pot synthesis of 2,4-benzodiazepin-1-ones using benzotriazole methodology

被引:8
作者
Katritzky, AR [1 ]
Nair, SK [1 ]
Rodriguez-Garcia, V [1 ]
Xu, YJ [1 ]
机构
[1] Univ Florida, Dept Chem, Ctr Heterocycl Cpds, Gainesville, FL 32611 USA
关键词
D O I
10.1021/jo0203185
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2, 4-Benzodiazepin-1-ones were prepared in moderate to good yields by reaction of bis(benzotriazolylmethyl)amines with ortho-metalated N-substituted benzamides.
引用
收藏
页码:8237 / 8238
页数:2
相关论文
共 22 条
[1]   A new and efficient palladium-catalyzed synthesis of a 2,3,4,5-tetrahydro-1H-2,4-benzodiazepine-1,3-dione derivative [J].
Bocelli, G ;
Catellani, M ;
Cugini, F ;
Ferraccioli, R .
TETRAHEDRON LETTERS, 1999, 40 (13) :2623-2624
[2]   Solid-phase synthesis of 1,4-benzodiazepine-2,5-diones. Library preparation and demonstration of synthesis generality [J].
Boojamra, CG ;
Burow, KM ;
Thompson, LA ;
Ellman, JA .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (05) :1240-1256
[3]  
CHO NS, 1989, J HETEROCYCLIC CHEM, V26, P1807
[4]   Applications of aziridinium ions.: Selective syntheses of α,β-diamino esters, α-sulfanyl-β-amino esters, β-lactams, and 1,5-benzodiazepin-2-one [J].
Chuang, TH ;
Sharpless, KB .
ORGANIC LETTERS, 2000, 2 (23) :3555-3557
[5]   Design and synthesis of novel pyrrolo[2,1-c][1,4]benzodiazepine-lexitropsin conjugates [J].
Damayanthi, Y ;
Reddy, BSP ;
Lown, JW .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (01) :290-292
[6]   METHODS FOR DRUG DISCOVERY - DEVELOPMENT OF POTENT, SELECTIVE, ORALLY EFFECTIVE CHOLECYSTOKININ ANTAGONISTS [J].
EVANS, BE ;
RITTLE, KE ;
BOCK, MG ;
DIPARDO, RM ;
FREIDINGER, RM ;
WHITTER, WL ;
LUNDELL, GF ;
VEBER, DF ;
ANDERSON, PS ;
CHANG, RSL ;
LOTTI, VJ ;
CERINO, DJ ;
CHEN, TB ;
KLING, PJ ;
KUNKEL, KA ;
SPRINGER, JP ;
HIRSHFIELD, J .
JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (12) :2235-2246
[7]   Synthesis and anticonvulsant activity of novel and potent 2,3-benzodiazepine AMPA/kainate receptor antagonists [J].
Grasso, S ;
De Sarro, G ;
De Sarro, A ;
Micale, N ;
Zappalà, M ;
Puia, G ;
Baraldi, M ;
De Micheli, C .
JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (21) :4414-4421
[8]   Improved procedure for the solution phase preparation of 1,4-benzodiazepine-2,5-dione libraries via Armstrong's convertible isonitrile and the Ugi reaction [J].
Hulme, C ;
Peng, J ;
Tang, SY ;
Burns, CJ ;
Morize, I ;
Labaudiniere, R .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (22) :8021-8023
[9]   Enantioselective synthesis of α-amino acids from chiral 1,4-benzodiazepine-2,5-diones containing the α-phenethyl group [J].
Juaristi, E ;
León-Romo, JL ;
Ramírez-Quirós, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (08) :2914-2918
[10]   Synthesis of substituted piperidines from N,N-bis[(benzotriazol-1-yl)methyl]amines [J].
Katritzky, AR ;
Luo, ZS ;
Cui, XL .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (09) :3328-3331