Synthesis of 2,3-disubstituted indole on solid phase by the Fischer indole synthesis

被引：27
|
作者：
Mun, HS
Ham, WH
Jeong, JH [1 ]
机构：
[1] Kyung Hee Univ, Coll Pharm, Seoul 130701, South Korea
[2] Sungkyunkwan Univ, Suwon 440746, South Korea
来源：
JOURNAL OF COMBINATORIAL CHEMISTRY | 2005年 / 7卷 / 01期
关键词：
D O I：
10.1021/cc049922e
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
2,3-Disubstituted indoles were synthesized by solid-phase reaction using the Fischer indole synthesis. A "traceless" silicon linker was employed with the silicon-carbon bonding being cleaved with TFA. An oxygen atom was placed into the middle of the spacer/linker so as to enhance solid-phase synthesis by better solvation.
引用
收藏
页码：130 / 135
页数：6
相关论文
共 50 条
  • [1] FISCHER INDOLE SYNTHESIS AND ETHYLATION OF 2,3-DISUBSTITUTED INDOLES WITH POLYPHOSPHATE ESTERS
    KANAOKA, Y
    BAN, Y
    YONEMITS.O
    IRIE, K
    MIYASHIT.K
    CHEMISTRY & INDUSTRY, 1965, (11) : 473 - &
  • [2] Progress in the Synthesis of 2,3-Disubstituted Indole by Cyclization
    Liang, Ting
    Li, Jun
    Liu, Yu
    Wu, Caixia
    Wang, Jing
    Lan, Jinping
    Liu, Kaiyang
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2016, 36 (11) : 2619 - 2633
  • [3] GENERAL METHOD FOR SYNTHESIS OF 2,3-DISUBSTITUTED INDOLE-DERIVATIVES
    GASSMAN, PG
    GILBERT, DP
    VANBERGE.TJ
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1974, (06) : 201 - 202
  • [4] SmI2 mediated synthesis of 2,3-disubstituted indole derivatives
    Fan, XS
    Zhang, YM
    TETRAHEDRON, 2003, 59 (11) : 1917 - 1923
  • [5] Traceless Fischer indole synthesis on the solid phase
    Rosenbaum, C
    Katzka, C
    Marzinzik, A
    Waldmann, H
    CHEMICAL COMMUNICATIONS, 2003, (15) : 1822 - 1823
  • [6] Traceless solid phase synthesis of 2,3-disubstituted indoles
    Smith, AL
    Stevenson, GI
    Swain, CJ
    Castro, JL
    TETRAHEDRON LETTERS, 1998, 39 (45) : 8317 - 8320
  • [7] 2,3-Disubstituted indoles from olefins and hydrazines via tandem hydroformylation-Fischer indole synthesis and skeletal rearrangement
    Linnepe, P
    Schmidt, AM
    Eilbracht, P
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2006, 4 (02) : 302 - 313
  • [8] Synthesis of 2,3-disubstituted indole using palladium(II)-catalyzed cyclization with alkenylation reaction
    Yasuhara, A
    Takeda, Y
    Suzuki, N
    Sakamoto, T
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2002, 50 (02) : 235 - 238
  • [9] Fischer indole synthesis on a solid support
    Hutchins, SM
    Chapman, KT
    TETRAHEDRON LETTERS, 1996, 37 (28) : 4869 - 4872
  • [10] DIRECT SYNTHESIS OF INDOLE BY FISCHER INDOLE SYNTHESIS
    NAKAZAKI, M
    YAMAMOTO, K
    JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (10): : 1877 - 1877
12345