PREPARATION, REACTIVITY AND SYNTHETIC APPLICATIONS OF BIS(IMINOPHOSPHORANES) - NEW ENTRIES TO FUSED 1,3,5-BENZOTRIAZEPINES, 1,3-BENZODIAZEPINES AND INDOLE-DERIVATIVES

被引:23
作者
MOLINA, P [1 ]
ARQUES, A [1 ]
ALIAS, A [1 ]
VINADER, MV [1 ]
FOCESFOCES, MC [1 ]
HERNANDEZCANO, F [1 ]
机构
[1] CSIC,INST QUIM FISICA ROCASOLANO,UEI CRISTALOGRAFIA,E-28006 MADRID,SPAIN
关键词
BIS(IMINOPHOSPHORANES); AZA WITTIG-TYPE REACTION; FUSED 1,3,5-BENZOTRIAZEPINES; 1,3-BENZODIAZEPINES; INDOLE DERIVATIVES;
D O I
10.1016/S0040-4020(01)92251-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An aza-Wittig-type reaction of bis(iminophosphorane) 2 with two moles of alkyl or aryl iso(thio)cyanates leads to indazolo[2'3':1,5][1,2,4]triazolo[4,3-a][1,3,5]benzotriazepines 7. The bis(iminophosphorane) 4 reacts with aromatic iso(thio)cyanates to give the corresponding iminophosphoranes 13 derived from the indole ring. Compound 4 also reacts with acyl chlorides to give [1,3]-benzodiazepines 19. The crystal structure of compound 13c has been determined.
引用
收藏
页码:3091 / 3110
页数:20
相关论文
共 34 条
[21]   DOMINO REACTIONS - ONE-POT PREPARATION OF FLUORENO[2,3,4-IJ]ISOQUINOLINE DERIVATIVES FROM CONJUGATED KETENE IMINES [J].
MOLINA, P ;
ALAJARIN, M ;
VIDAL, A ;
FENAUDUPONT, J ;
DECLERQ, JP .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (12) :4008-4016
[22]  
MOLINA P, 1990, SYNTHESIS-STUTTGART, P474
[23]   SYNTHESIS OF ISOQUINOLINE DERIVATIVES BY A TANDEM AZA-WITTIG ELECTROCYCLIZATION STRATEGY AND PREPARATION OF THE UNKNOWN 1,9-DIAZAPHENALENE RING BY A CONSECUTIVE ELECTROCYCLIC RING-CLOSURE CLAISEN REARRANGEMENT INTRAMOLECULAR AMINATION PROCESS [J].
MOLINA, P ;
ALAJARIN, M ;
VIDAL, A .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (25) :6140-6147
[24]   IMINOPHOSPHORANE-MEDIATED SYNTHESIS OF FUSED CARBAZOLES - A FACILE ONE-POT PREPARATION OF 7H-PYRIDO [4,3-C]CARBAZOLE AND 10H-PYRIDO[3,4-B]CARBAZOLE DERIVATIVES [J].
MOLINA, P ;
FRESNEDA, PM ;
ALMENDROS, P .
TETRAHEDRON, 1991, 47 (24) :4175-4186
[25]   IMINOPHOSPHORANE-MEDIATED SYNTHESIS OF 2H-INDAZOLE DERIVATIVES - PREPARATION OF 2,3-DIAMINO-2H-INDAZOLES BY INTRAMOLECULAR TRAPPING OF PHOSPHAZIDES AND 1H-1,2,4-TRIAZOLO[2,3-B]INDAZOLES BY A TANDEM AZA-WITTIG HETEROCUMULENE-MEDIATED STRATEGY [J].
MOLINA, P ;
ARQUES, A ;
VINADER, MV .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (15) :4724-4731
[26]   PREPARATION AND THERMAL RING-CLOSURE OF BETA-ARYL VINYL CARBODI-IMIDES - SYNTHESIS OF ISOQUINOLINE DERIVATIVES [J].
MOLINA, P ;
TARRAGA, A ;
LIDON, MJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (06) :1727-1731
[27]  
MOLINA P, 1990, J CHEM SOC CHEM COMM, P1278
[28]  
MOLINA P, 1991, TETRAHEDRON LETT, P4401
[29]   PARST - A SYSTEM OF FORTRAN ROUTINES FOR CALCULATING MOLECULAR-STRUCTURE PARAMETERS FROM RESULTS OF CRYSTAL-STRUCTURE ANALYSES [J].
NARDELLI, M .
COMPUTERS & CHEMISTRY, 1983, 7 (03) :95-98
[30]   ON THE REACTION OF (VINYLIMINO)PHOSPHORANES .17. PREPARATION OF N-VINYLCARBODIIMIDES AND THEIR [4+2] CYCLOADDITION WITH SEVERAL DIENOPHILES TO GIVE PYRIDINE RING-SYSTEM [J].
NITTA, M ;
SOEDA, H ;
KOYAMA, S ;
IINO, Y .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1991, 64 (04) :1325-1331