Palladium-catalyzed γ-arylation of β,γ-unsaturated ketones:: Application to a one-pot synthesis of tricyclic indolines

被引：86
|
作者：
Hyde, Alan M. [1 ]
Buchwald, Stephen L. [1 ]
机构：
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 01期
关键词：
gamma-arylation; asymmetric catalysis; domino reactions; indolines; palladium;
D O I：
10.1002/anie.200704529
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) Indolines in short order: A catalyst system which allows for efficient γ-arylation of β,γ-unsaturated ketones is described (see scheme; dippf = 1,1′-bis(diisopropylphosphanyl) ferrocene, dba = trans,transdibenzylideneacetone). This method can be applied to a one-pot, two-step synthesis of polycyclic indolines from simple starting materials. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：177 / 180
页数：4
相关论文
共 50 条
  • [1] ORGN 225-Palladium-catalyzed γ-arylation of β,γ-unsaturated ketones and lactones: Application to a one-step synthesis of tricyclic indolines
    Hyde, Alan M.
    Buchwald, Stephen L.
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2008, 236
  • [2] ONE-POT PALLADIUM-CATALYZED SYNTHESIS OF DIARYLALKYNES
    CARPITA, A
    LESSI, A
    ROSSI, R
    [J]. SYNTHESIS-STUTTGART, 1984, (07): : 571 - 572
  • [3] One-pot synthesis of carbazoles by palladium-catalyzed N-arylation and oxidative coupling
    Watanabe, Toshiaki
    Ueda, Satoshi
    Inuki, Shinsuke
    Oishi, Shinya
    Fujii, Nobutaka
    Ohno, Hiroaki
    [J]. CHEMICAL COMMUNICATIONS, 2007, (43) : 4516 - 4518
  • [4] One-pot synthesis of carbazoles by palladium-catalyzed N-arylation and oxidative coupling
    Watanabe, Toshiaki
    Inuki, Shinsuke
    Ueda, Satoshi
    Oishi, Shinya
    Ohno, Hiroaki
    Fujii, Nobutaka
    [J]. DRUGS OF THE FUTURE, 2007, 32 : 136 - 137
  • [5] Palladium-Catalyzed Acylations: One-Pot Synthesis of Indenones
    Suchand, Basuli
    Satyanarayana, Gedu
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (01): : 372 - 381
  • [6] One-pot synthesis of benzofurans via palladium-catalyzed enolate arylation with o-bromophenois
    Eidamshaus, Christian
    Burch, Jason D.
    [J]. ORGANIC LETTERS, 2008, 10 (19) : 4211 - 4214
  • [7] One-Pot Synthesis of α-Carbolines via Sequential Palladium-Catalyzed Aryl Amination and Intramolecular Arylation
    Laha, Joydev K.
    Petrou, Philip
    Cuny, Gregory D.
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (08): : 3152 - 3155
  • [8] Palladium-Catalyzed Synthesis of β,β-Diaryl α,β-Unsaturated Ketones
    Zheng, Yi-lin
    Xiao, Li
    Xie, Qiong
    Shao, Li-ming
    [J]. SYNTHESIS-STUTTGART, 2019, 51 (06): : 1455 - 1465
  • [9] One-Pot Palladium-Catalyzed Synthesis of Benzo[b]carbazolediones
    Hoang Huy Do
    Hung Quang Tran
    Ohlendorf, Lars
    Thang Ngoc Ngo
    Tuan Thanh Dang
    Ehlers, Peter
    Villinger, Alexander
    Langer, Peter
    [J]. SYNLETT, 2015, 26 (17) : 2429 - 2433
  • [10] One-Pot Palladium-Catalyzed Borrowing Hydrogen Synthesis of Thioethers
    Corma, Avelino
    Navas, Javier
    Rodenas, Tania
    Sabater, Maria J.
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (51) : 17464 - 17471
12345