Imidazolethiones: novel and efficient organocatalysts for asymmetric Friedel-Crafts alkylation

被引：21
|
作者：
Liang, Xianrui [1 ]
Fan, Jiaoyang [1 ]
Shi, Fei [1 ]
Su, Weike [1 ]
机构：
[1] Zhengzhou Univ Technol, Key Lab Pharmaceut Engn, Minist Educ, Coll Pharmaceut Sci, Hangzhou 310014, Zhejiang, Peoples R China
来源：
TETRAHEDRON LETTERS | 2010年 / 51卷 / 18期
基金：
浙江省自然科学基金;
关键词：
DIELS-ALDER REACTIONS; ORGANIC CATALYSIS; ALPHA; BETA-UNSATURATED ALDEHYDES; TRANSFER HYDROGENATION; STRATEGIES; INDOLES; ENONES; PYRROLES; ESTERS; AMINE;
D O I：
10.1016/j.tetlet.2010.02.160
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Imidazolethiones organocatalyzed the asymmetric Friedel-Crafts alkylation of pyrroles with alpha,beta-unsaturated aldehydes was achieved to afford the corresponding adducts in moderate to good yields and good to excellent enantioselectivities. The possible mechanism was proposed. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2505 / 2507
页数：3
相关论文
共 50 条
  • [1] Bisphosphorylimides as organocatalysts for asymmetric Friedel-Crafts reactions
    Iafe, Robert
    Ahlberg, Lina
    Dean, Melisa
    Diaz, Gloria
    Klasic, Brittney
    Maynard, Jessica
    Abrous, Leila
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251
  • [2] Bisphosphorylimides as organocatalysts for asymmetric Friedel-Crafts reactions
    Iafe, Robert
    Ahlberg, Lina
    Thompson, Cristofer
    Diaz, Gloria
    Klasic, Brittney
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
  • [3] Highly stereoselective imidazolethiones mediated Friedel-Crafts alkylation of indole derivatives
    Liang, Xianrui
    Li, Shuangmin
    Su, Weike
    TETRAHEDRON LETTERS, 2012, 53 (03) : 289 - 291
  • [4] Re-Engineering Organocatalysts for Asymmetric Friedel-Crafts Alkylation of Indoles through Computational Studies
    Gerosa, Gabriela G.
    Marcarino, Maribel O.
    Spanevello, Rolando A.
    Suarez, Alejandra G.
    Sarotti, Ariel M.
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (15): : 9969 - 9978
  • [5] An Efficient Enantioselective Method for Asymmetric Friedel-Crafts Alkylation of Indoles with α,β-Unsaturated Aldehydes
    Hong, Liang
    Wang, Lei
    Chen, Chao
    Zhang, Bangzhi
    Wang, Rui
    ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (05) : 772 - 778
  • [6] Highly efficient asymmetric organocatalytic Friedel-Crafts alkylation of indoles with α,β-unsaturated aldehydes
    Jin, Shangbin
    Li, Chenguang
    Ma, Yuanhui
    Kan, Yuhe
    Zhang, Yong Jian
    Zhang, Wanbin
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (17) : 4011 - 4015
  • [7] FRIEDEL-CRAFTS ALKYLATION PRODUCTS
    KOLB, KE
    FIELD, KW
    JOURNAL OF CHEMICAL EDUCATION, 1991, 68 (01) : 86 - 86
  • [8] Enantioselective Friedel-Crafts alkylation of indole with nitroalkenes in the presence of bifunctional squaramide organocatalysts
    Dundar, Esra
    Tanyeli, Cihangir
    TETRAHEDRON LETTERS, 2021, 73
  • [9] FRIEDEL-CRAFTS ALKYLATION OF PENTAFLUOROBENZENE
    BECKERT, WF
    LOWE, JU
    JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (03): : 582 - &
  • [10] FRIEDEL-CRAFTS ALKYLATION OF INDOLES
    BUDYLIN, VA
    YERMOLENKO, MS
    KOST, AN
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1978, (07): : 921 - 924
12345