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
  • [31] Enantioselective synthesis of spiroimidazolones by synergistic catalysis
    Franc, Michael
    Cisarova, Ivana
    Vesely, Jan
    CATALYSIS TODAY, 2024, 428
  • [32] Enantioselective Friedel-Crafts Reaction of Indoles with Isatins Catalyzed by Cinchona Alkaloid Silyl Ether Derivative
    Zhang, Junwei
    Wu, Hao
    Zhang, Weixin
    Wang, Liming
    Jin, Ying
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (03) : 1187 - 1192
  • [33] Enantioselective C-H Annulation of Indoles with Diazo Compounds through a Chiral Rh(III) Catalyst
    Chen, Xiaohong
    Yang, Shujing
    Li, Helong
    Wang, Bo
    Song, Guoyong
    ACS CATALYSIS, 2017, 7 (04): : 2392 - 2396
  • [34] Regio- and Enantioselective Synthesis of Dihydropyrido[1,2-a]indoles via Catalytic Asymmetric Annulative Allylic Alkylation
    Wang, Xue
    Mao, Hui-Lin
    Yang, Yu-Heng
    Jiang, Hong
    Chen, Ling-Qi
    Tu, Shu-Jiang
    Hao, Wen-Juan
    Jiang, Bo
    JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (22) : 15644 - 15652
  • [35] Catalytic Enantioselective Synthesis of Protecting-Group-Free 1,5-Benzothiazepines
    Meninno, Sara
    Volpe, Chiara
    Lattanzi, Alessandra
    CHEMISTRY-A EUROPEAN JOURNAL, 2017, 23 (19) : 4547 - 4550
  • [36] Catalytic asymmetric dipolar cycloadditions of indolyl delocalized metal-allyl species for the enantioselective synthesis of cyclopenta [b]indoles and pyrrolo[1,2-a]indoles
    Fei Tian
    Wu-Lin Yang
    Tao Ni
    Jian Zhang
    Wei-Ping Deng
    Science China Chemistry, 2021, 64 : 34 - 40
  • [37] Catalytic Asymmetric Aza-ene Reaction of 3-Indolylmethanols with Cyclic Enaminones: Enantioselective Approach to C3-Functionalized Indoles
    Tan, Wei
    Du, Bai-Xiang
    Li, Xin
    Zhu, Xu
    Shi, Feng
    Tu, Shu-Jiang
    JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (10) : 4635 - 4643
  • [38] Catalytic Enantioselective Dihalogenation in Total Synthesis
    Landry, Matthew L.
    Burns, Noah Z.
    ACCOUNTS OF CHEMICAL RESEARCH, 2018, 51 (05) : 1260 - 1271
  • [39] Catalytic Enantioselective Synthesis of α-(Benzylamino)cyclobutanones
    Melis, Nicola
    Ghisu, Lorenza
    Guillot, Regis
    Caboni, Pierluigi
    Secci, Francesco
    Aitken, David J.
    Frongia, Angelo
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (20) : 4358 - 4366
  • [40] Catalytic, Enantioselective Synthesis of Allenyl Boronates
    Gao, De-Wei
    Xiao, Yiyang
    Liu, Mingyu
    Liu, Zhen
    Karunananda, Malkanthi K.
    Chen, Jason S.
    Engle, Keary M.
    ACS CATALYSIS, 2018, 8 (04): : 3650 - 3654
12345