SYNTHESIS OF 11H-PYRIDO[2,3-A]CARBAZOLES AND 6H-PYRIDO[3,2-B]CARBAZOLES FROM 8-METHOXY BROMOQUINOLINES

被引:10
|
作者
TRECOURT, F [1 ]
MALLET, M [1 ]
MONGIN, F [1 ]
QUEGUINER, G [1 ]
机构
[1] INST NATL SCI APPL ROUEN,IRCOF,CHIM ORGAN FINE & HETEROCYCL LAB,CNRS,URA 1429,F-76131 MONT ST AIGNAN,FRANCE
关键词
D O I
10.1016/0040-4020(95)00726-O
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cross-coupling reaction via substituted 7-bromoquinolines 1, 8 and (2-aminophenyl)boric acids afforded substituted 7-(2-aminophenyl)quinolines 3a-b, 10 from which synthesis of either 11H-pyrido[2,3-a]carbazoles 4a-b, 11 via C-8 cyclization or 6H-pyrido[3,2-b]carbazoles 6a-b, 13 via C-6 cyclization could be achieved.
引用
收藏
页码:11743 / 11750
页数:8
相关论文
共 50 条
  • [41] CHEMISTRY OF 6H-PYRIDO[4,3-B]CARBAZOLES .9. AN EFFICIENT ROUTE TO 3-[1-(3-ETHYLPYRIDYL)]INDOLES AND THE SYNTHESIS OF SOME NEW ELLIPTICINES
    SAINSBURY, M
    WEERASINGHE, D
    DOLMAN, D
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (02): : 587 - 590
  • [42] SYNTHESIS OF 12H-BENZIMIDAZO[2,1-B][1,3]BENZOTHIAZIN-12-ONES, 11H-PYRIDO[3',2'-4,5]IMIDAZO[2,1-B][1,3]BENZOTHIAZIN-11-ONE AND 11H-PYRIDO[3,2-E]PYRIDO[3',2'-4,5]IMIDAZO[2,1-B][1,3]THIAZIN-11-ONE
    NAGESWAR, YVD
    MURTY, MSR
    RAMALINGAM, T
    SATTUR, PB
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1988, 27 (12): : 1142 - 1143
  • [43] Regiospecific hetero Diels-Alder synthesis of pyrido[2,3-b]- and pyrido[3,2-b]carbazole-5,11-diones
    Poumaroux, A
    Bouaziz, Z
    Domard, M
    Fillion, H
    HETEROCYCLES, 1997, 45 (03) : 585 - 596
  • [44] Synthesis of 4H-pyrido[3,2-b][1,4]oxazine and 3-substituted-4H-pyrido[3,2-b][1,4]oxazines via palladium-catalysed reactions
    Lepifre, F
    Buon, C
    Bouyssou, P
    Coudert, G
    HETEROCYCLIC COMMUNICATIONS, 2000, 6 (05) : 397 - 402
  • [45] 3-METHYL-6-(4-METHYLPIPERAZIN-1-YL)-11H-PYRIDO[2,3-B][1,4]BENZODIAZEPINE
    DUPONT, L
    LIEGEOIS, JF
    ROGISTER, F
    DELARGE, J
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1995, 51 : 1889 - 1891
  • [46] Synthesis of 11H-pyrido[2,1-b]quinazolin-11-one and derivatives using ultrasound irradiation
    Palacios, MLD
    Comdom, RFP
    SYNTHETIC COMMUNICATIONS, 2003, 33 (10) : 1777 - 1781
  • [47] HETEROCYCLCES 41A,B,C - SYNTHESIS OF 2,2-DIMETHYL-2H-PYRANO[2,3-A]CARBAZOLES
    SOWMITHRAN, D
    PRASAD, KJR
    HETEROCYCLES, 1986, 24 (08) : 2195 - 2200
  • [48] SYNTHESIS OF PYRIDO[1,2-B][2,4]BENZODIAZEPINE-6(11H)-IMINES
    KOVTUNENKO, VA
    FALKOVSKAYA, OT
    TYLTIN, AK
    TUROV, AV
    BABICHEV, FS
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1987, (09): : 1264 - 1269
  • [49] SYNTHESIS OF PYRIDO [3,4-B]QUINOLIN-5(10H)-1 AAN PYRIDO[3,2-B]-QUINOLIN-10(5H)-1
    CORBETT, RE
    SWEETMAN, BJ
    JOURNAL OF THE CHEMICAL SOCIETY, 1963, (DEC): : 6058 - &
  • [50] Synthesis and Early ADME Evaluation of a Novel Scaffold, Tetrahydro-6H-pyrido[3,2-b]azepin-6-one
    Muylaert, Koen
    Jatczak, Martyna
    Wuyts, Benjamin
    De Coen, Laurens M.
    Van Hecke, Kristof
    Loones, Hans
    Keemink, Janneke
    Garcia, Daniel
    Mangelinckx, Sven
    Annaert, Pieter
    Stevens, Christian V.
    SYNLETT, 2014, 25 (10) : 1443 - 1447