Polyfluorobenzoyl chlorides and isothiocyanates in reactions with CH-reactive benzimidazoles

被引:12
作者
Nosova, EV
Lipunova, GN
Laeva, AA
Charushin, VN
机构
[1] Russian Acad Sci, Ural Div, I Ya Postovskii Inst Organ Synth, Ekaterinburg 620219, Russia
[2] Ural State Tech Univ, Ekaterinburg 620002, Russia
基金
俄罗斯基础研究基金会;
关键词
2-cyanomethylbenzimidazole; 2-benzoylmethylbenzimidazole; polyfluorobenzoyl chlorides; polyfluorobenzoyl isothiocyanates; fluorobenzimidazo[a]quinolones; fluorine-containing; 1,3-benzothiazinones;
D O I
10.1007/s11172-005-0312-6
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reactions of 2-benzoylmethylbenzimidazole with tetra- and pentafluorobenzoyl chlorides afford fluorine-containing 6-benzoyl-7H-benzimidazo[3,2-a]quinolones. 2-Cyanomethyl- or 2-benzoylmethylbenzimidazole reacts with tetra (penta)fluorobenzoyl isothiocyanates to give fluorine-containing 1,3-benzothiazinones, which differently behave in reactions with cycloalkylimines.
引用
收藏
页码:733 / 737
页数:5
相关论文
共 24 条
[1]  
BABICHEV FS, 1986, UKR KHIM ZH+, V52, P506
[2]  
BABICHEV FS, 1989, KHIM FARM ZH+, V23, P834
[3]   A novel synthesis of the pyrazolo[1,5-alpha]quinoline ring system. New N1-C2 bridged DNA gyrase inhibitors via a novel tandem 1,4-conjugate addition-Michael [3+2] annulation process [J].
Barrett, D ;
Sasaki, H ;
Kinoshita, T ;
Fujikawa, A ;
Sakane, K .
TETRAHEDRON, 1996, 52 (25) :8471-8488
[4]   SYNTHESIS AND BIOLOGICAL-ACTIVITY OF BENZOTHIAZOLO[3,2-A]QUINOLONE ANTIBACTERIAL AGENTS [J].
CHU, DTW ;
FERNANDES, PB ;
PERNET, AG .
JOURNAL OF MEDICINAL CHEMISTRY, 1986, 29 (08) :1531-1534
[5]  
DZVINCHUK IB, 1994, ZH ORG KHIM+, V30, P1673
[6]  
GABAL EHE, 1986, HETEROCYCLES, V24, P349
[7]   SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF THIAZOLOPYRAZINE-INCORPORATED TETRACYCLIC QUINOLONE ANTIBACTERIALS [J].
INOUE, Y ;
KONDO, H ;
TAGUCHI, M ;
JINBO, Y ;
SAKAMOTO, F ;
TSUKAMOTO, G .
JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (05) :586-592
[8]   SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF A NEW SERIES OF TETRACYCLIC PYRIDONE CARBOXYLIC-ACIDS [J].
JINBO, Y ;
KONDO, H ;
INOUE, Y ;
TAGUCHI, M ;
TSUJISHITA, H ;
KOTERA, Y ;
SAKAMOTO, F ;
TSUKAMOTO, G .
JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (18) :2621-2626
[9]   SYNTHESIS OF NEW DNA GYRASE INHIBITORS - APPLICATION OF THE DMSO OXIDATION TO THE CONVERSION OF THE AMINE INTO THE IMINE [J].
JINBO, Y ;
KONDO, H ;
TAGUCHI, M ;
SAKAMOTO, F ;
TSUKAMOTO, G .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (20) :6057-6062
[10]   SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF THIAZOLO[3,2-A][1,8]NAPHTHYRIDINECARBOXYLIC, OXAZOLO[3,2-A][1,8]NAPHTHYRIDINECARBOXYLIC, AND IMIDAZOLO[3,2-A][1,8]NAPHTHYRIDINECARBOXYLIC ACIDS [J].
KONDO, H ;
TAGUCHI, M ;
INOUE, Y ;
SAKAMOTO, F ;
TSUKAMOTO, G .
JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (07) :2012-2015