Directed palladation: fine tuning permits the catalytic 2-alkenylation of indoles

被引:166
作者
Capito, E
Brown, JM
Ricci, A
机构
[1] Chem Res Lab, Oxford OX1 3TA, England
[2] Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy
基金
美国国家科学基金会;
关键词
D O I
10.1039/b417035k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A C-H activating Pd-catalysed alkenylation of indole is regiospecific for 2-substitution when the nitrogen carries a 2-pyridylmethyl substituent.
引用
收藏
页码:1854 / 1856
页数:3
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共 27 条
  • [1] Regioselectivity on the palladium-catalyzed intramolecular cyclization of indole derivatives
    Abbiati, G
    Beccalli, EM
    Broggini, G
    Zoni, C
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (20) : 7625 - 7628
  • [2] Anionic Pd(0) and Pd(II) intermediates in palladium-catalyzed Heck and cross-coupling reactions
    Amatore, C
    Jutand, A
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (05) : 314 - 321
  • [3] Mechanistic and kinetic studies of palladium catalytic systems
    Amatore, C
    Jutand, A
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 576 (1-2) : 254 - 278
  • [4] Dioxygen-promoted regioselective oxidative Heck arylations of electron-rich olefins with arylboronic acids
    Andappan, MMS
    Nilsson, P
    von Schenck, H
    Larhed, M
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (16) : 5212 - 5218
  • [5] The first ligand-modulated oxidative Heck vinylation. Efficient catalysis with molecular oxygen as palladium(0) oxidant
    Andappan, MMS
    Nilsson, P
    Larhed, M
    [J]. CHEMICAL COMMUNICATIONS, 2004, (02) : 218 - 219
  • [6] Arylboronic acids as versatile coupling partners in fast microwave promoted oxidative Heck chemistry
    Andappan, Murugaiah M. S.
    Nilsson, Peter
    Larhed, Mats
    [J]. MOLECULAR DIVERSITY, 2003, 7 (2-4) : 97 - 106
  • [7] Selective Pd-catalyzed oxidative coupling of anilides with olefins through C-H bond activation at room temperature
    Boele, MDK
    van Strijdonck, GPF
    de Vries, AHM
    Kamer, PCJ
    de Vries, JG
    van Leeuwen, PWNM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (08) : 1586 - 1587
  • [8] COOPER R, UNPUB ACTA CRYSTAL E
  • [9] Mizoroki-heck type reaction of organoboron reagents with alkenes and alkynes.: A Pd(II)-catalyzed pathway with Cu(OAc)2 as an oxidant
    Du, XL
    Suguro, M
    Hirabayashi, K
    Mori, A
    Nishikata, T
    Hagiwara, N
    Kawata, K
    Okeda, T
    Wang, HF
    Fugami, K
    Kosugi, M
    [J]. ORGANIC LETTERS, 2001, 3 (21) : 3313 - 3316
  • [10] Palladacycles: Efficient new catalysts for the Heck vinylation of aryl halides
    Herrmann, WA
    Brossmer, C
    Reisinger, CP
    Riermeier, TH
    Ofele, K
    Beller, M
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 1997, 3 (08) : 1357 - 1364