Quaternary Phosphonium Salts as Active Bronsted Acid Catalysts for Friedel-Crafts Reactions

被引：23
|
作者：
Chen, Lin [1 ,2 ]
Xiao, Ben-Xian [1 ,2 ]
Du, Wei [1 ,2 ]
Chen, Ying-Chun [1 ,2 ,3 ]
机构：
[1] Sichuan Univ, Minist Educ, Key Lab Drug Targeting & Drug Delivery Syst, Chengdu 610041, Sichuan, Peoples R China
[2] Sichuan Univ, West China Sch Pharm, Sichuan Res Ctr Drug Precis Ind Technol, Chengdu 610041, Sichuan, Peoples R China
[3] Third Mil Med Univ, Coll Pharm, Chongqing 400038, Peoples R China
来源：
ORGANIC LETTERS | 2019年 / 21卷 / 14期
关键词：
ISATIN-DERIVED KETIMINES; ACETONYLTRIPHENYLPHOSPHONIUM BROMIDE; ORGANIC-SYNTHESIS; DEPROTECTION; PROTECTION; ALCOHOLS; DESIGN; WITTIG;
D O I：
10.1021/acs.orglett.9b02108
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A readily available quaternary phosphonium salt containing a trifluoroacetonyl group and a tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BAr4F-) counterion was demonstrated to be a highly active Bronsted acid catalyst for Friedel Crafts-type reactions of an array of electron-rich heteroarenes and aniline derivatives with isatin-derived ketimines, even at 0.1 mol % catalyst loadings.
引用
收藏
页码：5733 / 5736
页数：4
相关论文
共 50 条
  • [21] Regioselective Friedel-Crafts Reactions of N-Substituted Glyoxylamide with Indoles Catalyzed by Bronsted Acid
    Zhan, Zhen
    Li, Renjun
    Zheng, Yang
    Zhou, Yan
    Hai, Li
    Wu, Yong
    SYNLETT, 2015, 26 (16) : 2261 - 2266
  • [22] FRIEDEL-CRAFTS CATALYSTS AND POLYMERIZATION
    EVANS, AG
    NATURE, 1945, 156 (3969) : 638 - 639
  • [23] FRIEDEL-CRAFTS CATALYSTS AND POLYMERIZATION
    EVANS, AG
    MEADOWS, GW
    POLANYI, M
    NATURE, 1946, 158 (4003) : 94 - 95
  • [24] Supported heteropoly acid catalysts for Friedel-Crafts acylation
    Griffin, Kenneth G.
    Johnston, Peter
    Pretot, Roger
    van der Schaaf, Paul A.
    Catalysis of Organic Reactions, 2007, 115 : 347 - 353
  • [25] Chiral BrOnsted Acid-Catalyzed Friedel-Crafts Reaction of Indoles
    Bhadury, Pinaki S.
    Pang, Jun
    CURRENT ORGANIC CHEMISTRY, 2014, 18 (16) : 2108 - 2124
  • [26] FRIEDEL-CRAFTS AND RELATED REACTIONS
    DEPUY, CH
    INORGANIC CHEMISTRY, 1966, 5 (02) : 334 - &
  • [27] FRIEDEL-CRAFTS AND RELATED REACTIONS
    不详
    CHIMIE ANALYTIQUE, 1965, 47 (03): : 174 - &
  • [28] Bronsted acid mediated double Friedel-Crafts reaction of methylenecyclopropanes with arenes
    Wang, BY
    Jiang, RS
    Li, J
    Shi, M
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 2005 (18) : 4002 - 4008
  • [29] FRIEDEL-CRAFTS AND RELATED REACTIONS
    DURAND, MH
    BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE, 1965, (10): : 3091 - &
  • [30] FRIEDEL-CRAFTS AND RELATED REACTIONS
    不详
    INDUSTRIE CHIMIQUE BELGE-BELGISCHE CHEMISCHE INDUSTRIE, 1966, 31 (04): : 407 - &
12345