Enantioselective Catalytic Synthesis ofN-alkylated Indoles

被引：18
作者：
Trubitson, Dmitri [1 ]
Kanger, Tonis [1 ]
机构：
[1] Tallinn Univ Technol, Sch Sci, Dept Chem & Biotechnol, Akad Tee 15, EE-12618 Tallinn, Estonia
来源：
SYMMETRY-BASEL | 2020年 / 12卷 / 07期
关键词：
indole; asymmetric synthesis; organocatalysis; transition-metal catalysis; C-N bond formation; enantioselective; heterocycles; FRIEDEL-CRAFTS ALKYLATION; N-ALKYLATION; NITROGEN-HETEROCYCLES; ALLYLIC ALKYLATION; FUNCTIONALIZATION; HYDROAMINATION; DIVERSITY; PYRROLES; CASCADE;
D O I：
10.3390/sym12071184
中图分类号：
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号：
07 ; 0710 ; 09 ;
摘要：
During the past two decades, the interest in new methodologies for the synthesis of chiralN-functionalized indoles has grown rapidly. The review illustrates efficient applications of organocatalytic and organometallic strategies for the construction of chiral alpha-N-branched indoles. Both the direct functionalization of the indole core and indirect methods based on asymmetricN-alkylation of indolines, isatins and 4,7-dihydroindoles are discussed.
引用
收藏
页数：30
相关论文
共 50 条
  • [41] Catalytic enantioselective synthesis of chiral tetraarylmethanes
    Li, Xingguang
    Duan, Meng
    Deng, Zhiqin
    Shao, Qianzhen
    Chen, Min
    Zhu, Guangyu
    Houk, K. N.
    Sun, Jianwei
    NATURE CATALYSIS, 2020, 3 (12) : 1010 - 1019
  • [42] Catalytic Enantioselective Synthesis of Pyridyl Sulfoximines
    Tang, Yu
    Miller, Scott J.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2021, 143 (24) : 9230 - 9235
  • [43] Catalytic Enantioselective Synthesis of a-Arylaminocyclobutanones
    Aitken, David J.
    Caboni, Pierluigi
    Eijsberg, Hendrik
    Frongia, Angelo
    Guillot, Regis
    Ollivier, Jean
    Piras, Pier Paolo
    Secci, Francesco
    ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (05) : 941 - 945
  • [44] Catalytic Enantioselective Synthesis of Chiral γ-Butyrolactones
    Yanagisawa, Akira
    Kushihara, Naoyuki
    Yoshida, Kazuhiro
    ORGANIC LETTERS, 2011, 13 (06) : 1576 - 1578
  • [45] Catalytic Enantioselective Desymmetrisation as a Tool for the Synthesis of Hodgkinsine and Hodgkinsine B
    Snell, Robert H.
    Durbin, Matthew J.
    Woodward, Robert L.
    Willis, Michael C.
    CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (52) : 16754 - 16764
  • [46] Catalytic Enantioselective Synthesis of α-Chiral Azaheteroaryl Ethylamines by Asymmetric Protonation
    Xu, Chao
    Muir, Calum W.
    Leach, Andrew G.
    Kennedy, Alan R.
    Watson, Allan J.B
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (35) : 11374 - 11377
  • [47] A Catalytic Method for the Enantioselective Synthesis of α-Quaternary Ketones, α-Ketoesters and Aldehydes
    Wheatley, Emilie
    Zanghi, Joseph M.
    Mason, Miles M.
    Meek, Simon J.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2023, 62 (18)
  • [48] Catalytic enantioselective synthesis of oxindoles and benzofuranones that bear a quaternary stereocenter
    Hills, ID
    Fu, GC
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (33) : 3921 - 3924
  • [49] From Conventional to Sustainable Catalytic Approaches for Heterocycles Synthesis
    Rizzo, Carla
    Pace, Andrea
    Pibiri, Ivana
    Buscemi, Silvestre
    Palumbo Piccionello, Antonio
    CHEMSUSCHEM, 2024, 17 (08)
  • [50] Organocatalytic Asymmetric Cascade Reactions of 7-Vinylindoles: Diastereo- and Enantioselective Synthesis of C7-Functionalized Indoles
    Shi, Feng
    Zhang, Hong-Hao
    Sun, Xiao-Xue
    Liang, Jing
    Fan, Tao
    Tu, Shu-Jiang
    CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (08) : 3465 - 3471
12345