A Highly Efficient Friedel-Crafts Reaction of Tertiary α-Hydroxyesters or α-Hydroxyketones to α-Quaternary Esters or Ketones

被引：35
作者：
Chen, Long [1 ]
Zhou, Jian [1 ]
机构：
[1] E China Normal Univ, Shanghai Key Lab Green Chem & Chem Proc, Dept Chem, Shanghai 200062, Peoples R China
来源：
CHEMISTRY-AN ASIAN JOURNAL | 2012年 / 7卷 / 11期
关键词：
alcohols; Friedel-Crafts reaction; heterocycles; homogeneous catalysis; ketones; ORGANOCATALYTIC ASYMMETRIC-SYNTHESIS; AROMATIC-COMPOUNDS; NUCLEOPHILIC SUBSTITUTIONS; ORGANIC-SYNTHESIS; MICHAEL ADDITION; INDUCE APOPTOSIS; FACILE SYNTHESIS; ATOM EFFICIENCY; MELANOMA-CELLS; ALDOL REACTION;
D O I：
10.1002/asia.201200693
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A catalytic Friedel-Crafts arylation of α-hydroxyesters or α-hydroxyketones with electron-rich aromatic compounds to furnish α-quaternary esters/ketones has been developed. The cheap and easy to handle catalyst HClO 4 (70 %, aq) was identified as a powerful catalyst for this arylation reaction. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：2510 / 2515
页数：6
相关论文
共 77 条
  • [1] Three-component synthesis of new unsymmetrical oxindoles via Friedel-Crafts type reaction
    Ahadi, Somayeh
    Moafi, Leila
    Feiz, Afsaneh
    Bazgir, Ayoob
    [J]. TETRAHEDRON, 2011, 67 (21) : 3954 - 3958
  • [2] Stronger bronsted acids
    Akiyama, Takahiko
    [J]. CHEMICAL REVIEWS, 2007, 107 (12) : 5744 - 5758
  • [3] Green Chemistry: Principles and Practice
    Anastas, Paul
    Eghbali, Nicolas
    [J]. CHEMICAL SOCIETY REVIEWS, 2010, 39 (01) : 301 - 312
  • [4] Bandini M., 2009, ANGEW CHEM, V121, P9786, DOI DOI 10.1002/ange.200901843
  • [5] Catalytic Functionalization of Indoles in a New Dimension
    Bandini, Marco
    Eichholzer, Astrid
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (51) : 9608 - 9644
  • [6] Unusual and unexpected reactivity of t-butyl dicarbonate (Boc2O)with alcohols in the presence of magnesium perchlorate.: A new and general route to t-butyl ethers
    Bartoli, G
    Bosco, M
    Locatelli, M
    Marcantoni, E
    Melchiorre, P
    Sambri, L
    [J]. ORGANIC LETTERS, 2005, 7 (03) : 427 - 430
  • [7] Platinnm-catalyzed multistep reactions of indoles with alkynyl alcohols
    Bhuvaneswari, Sivakolundu
    Jeganmohan, Masilamani
    Cheng, Chien-Hong
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (29) : 8285 - 8293
  • [8] SYNTHESIS AND PHARMACOLOGICAL EVALUATION OF 4A-PHENANTHRENAMINE DERIVATIVES ACTING AT THE PHENCYCLIDINE BINDING-SITE OF THE N-METHYL-D-ASPARTATE RECEPTOR COMPLEX
    BIGGE, CF
    MALONE, TC
    HAYS, SJ
    JOHNSON, G
    NOVAK, PM
    LESCOSKY, LJ
    RETZ, DM
    ORTWINE, DF
    PROBERT, AW
    COUGHENOUR, LL
    BOXER, PA
    ROBICHAUD, LJ
    BRAHCE, LJ
    SHILLIS, JL
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (14) : 1977 - 1995
  • [9] Iron-Catalyzed C?H Fuctionalization of Indoles
    Cai, Yan
    Zhu, Shou-Fei
    Wang, Guo-Peng
    Zhou, Qi-Lin
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (16) : 2939 - 2944
  • [10] Cao J., 2010, ANGEW CHEM, V122, P5096, DOI 10.1002/ange.201000896
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