A NEW CONVERGENT SYNTHESIS OF ALPHA-SUBSTITUTED-BETA-CARBOLINES

被引:47
作者
ROCCA, P [1 ]
MARSAIS, F [1 ]
GODARD, A [1 ]
QUEGUINER, G [1 ]
机构
[1] INST NATL SCI APPL ROUEN,CHIM ORGAN FINE & HETEROCYCL LAB,CNRS,URA 1429,BP 08,F-76131 MONT ST AIGNAN,FRANCE
关键词
AZACARBAZOLES; ALKALOID; BORON; CARBOLINES; CROSS-COUPLING; HALOPYRIDINES; METALATION; PALLADIUM; TIN;
D O I
10.1016/S0040-4020(01)90161-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New convergent synthesis of natural alpha-substituted-beta-carbolines through metalations, cross-couplings and intramolecular substitution via (2-aminobenzene)-boronic acid, arylstannanes and ortho-fluoroiodopyridines.
引用
收藏
页码:3325 / 3342
页数:18
相关论文
共 32 条
  • [11] J Bizot, 1967, B SOC CHIM FR, V1, P151
  • [12] Kalinin V. N., 1991, RUSS CHEM REV, V60, P173
  • [13] KENDE AS, 1984, HETEROCYCLES, V21, P91
  • [14] EUDISTOMIDIN-B, EUDISTOMIDIN-C, AND EUDISTOMIDIN-D - NOVEL ANTILEUKEMIC ALKALOIDS FROM THE OKINAWAN MARINE TUNICATE EUDISTOMA-GLAUCUS
    KOBAYASHI, J
    CHENG, JF
    OHTA, T
    NOZOE, S
    OHIZUMI, Y
    SASAKI, T
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (11) : 3666 - 3670
  • [15] NEW 2,3-DIHALOPYRIDINES . POTENTIAL PRECURSORS FOR 2,3-DEHYDROPYRIDINE
    LINK, WJ
    BORNE, RF
    SETLIFF, FL
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1967, 4 (04) : 641 - &
  • [16] SYNTHESIS OF 3-AMINO-4-PHENYLPYRIDINES - A NOVEL STRATEGY FOR THE PREPARATION OF CD RING MODELS OF STREPTONIGRIN
    MARSAIS, F
    ROVERA, JC
    TURCK, A
    GODARD, A
    QUEGUINER, G
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (09): : 2611 - 2612
  • [17] PALLADIUM-CATALYZED INTERMOLECULAR AND INTRAMOLECULAR CROSS-COUPLING REACTIONS OF B-ALKYL-9-BORABICYCLO[3.3.1]NONANE DERIVATIVES WITH 1-HALO-1-ALKENES OR HALOARENES - SYNTHESES OF FUNCTIONALIZED ALKENES, ARENES, AND CYCLOALKENES VIA A HYDROBORATION COUPLING SEQUENCE
    MIYAURA, N
    ISHIYAMA, T
    SASAKI, H
    ISHIKAWA, M
    SATOH, M
    SUZUKI, A
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (01) : 314 - 321
  • [18] THE PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF PHENYLBORONIC ACID WITH HALOARENES IN THE PRESENCE OF BASES
    MIYAURA, N
    YANAGI, T
    SUZUKI, A
    [J]. SYNTHETIC COMMUNICATIONS, 1981, 11 (07) : 513 - 519
  • [19] OHMOTO T, 1987, Shoyakugaku Zasshi, V41, P338
  • [20] OHMOTO T, 1983, CHEM PHARM BULL, V31, P3198