α-C(sp3)-H Arylation of Cyclic Carbonyl Compounds

被引:5
|
作者
Wang, Mei [1 ]
Wang, Wei [1 ]
Li, Dashan [1 ]
Wang, Wen-Jing [1 ]
Zhan, Rui [2 ]
Shao, Li-Dong [1 ]
机构
[1] Yunnan Univ Chinese Med, Sch Chinese Mat Med, Yunnan Key Lab Southern Med Utilizat, Kunming 650050, Yunnan, Peoples R China
[2] Yunnan Normal Univ, Sch Chem & Chem Engn, Kunming 650050, Yunnan, Peoples R China
关键词
C-H functionalization; alpha-C(sp3)-H arylation; Cyclic carbonyl compounds; CATALYZED ALPHA-ARYLATION; C-H FUNCTIONALIZATION; ASYMMETRIC ARYLATION; VINYLOGOUS ESTERS; CONCISE SYNTHESIS; FACILE SYNTHESIS; SIMPLE OLEFINS; ARYL HALIDES; PALLADIUM; KETONES;
D O I
10.1007/s13659-021-00312-1
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
alpha-C(sp(3))-H arylation is an important type of C-H functionalization. Various biologically significant natural products, chemical intermediates, and drugs have been effectively prepared via C-H functionalization. Cyclic carbonyl compounds comprise of cyclic ketones, enones, lactones, and lactams. The alpha-C(sp(3))-H arylation of these compounds have been exhibited high efficiency in forming C(sp(3))-C(sp(2)) bonds, played a crucial role in organic synthesis, and attracted majority of interests from organic and medicinal communities. This review focused on the most significant advances including methods, mechanism, and applications in total synthesis of natural products in the field of alpha-C(sp(3))-H arylations of cyclic carbonyl compounds in recent years.
引用
下载
收藏
页码:379 / 404
页数:26
相关论文
共 50 条
  • [22] Visible-Light-Induced C(sp3)-H Oxidative Arylation with Heteroarenes
    Liang, Xing-An
    Niu, Linbin
    Wang, Shengchun
    Liu, Jiamei
    Lei, Aiwen
    ORGANIC LETTERS, 2019, 21 (07) : 2441 - 2444
  • [23] Transition metal-catalyzed arylation of unactivated C(sp3)-H bonds
    Baudoin, Olivier
    CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) : 4902 - 4911
  • [24] Switchable Direct Oxygenative Arylation of C(sp3)-H Bonds via Electrophotocatalysis
    Zhang, Yan
    Sun, Xiang
    Su, Ji-Hu
    Li, Tong
    Du, Chengbin
    Li, Kuiliang
    Sun, Qi
    Zha, Zhenggen
    Wang, Zhiyong
    ORGANIC LETTERS, 2023, 25 (27) : 5067 - 5072
  • [25] Pd-catalysed selective C(sp3)-H arylation and acetoxylation of alcohols
    Wang, Bing-Xin
    Mao, Yang-Jie
    Hao, Hong-Yan
    Wu, Qiu-Zi
    Zhou, Kun
    Lou, Shao-Jie
    Xu, Dan-Qian
    CHEMICAL COMMUNICATIONS, 2019, 55 (49) : 7049 - 7052
  • [26] Carbon Dioxide-Mediated C(sp3)-H Arylation of Amine Substrates
    Kapoor, Mohit
    Liu, Daniel
    Young, Michael C.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2018, 140 (22) : 6818 - 6822
  • [27] Acetohydrazone: A Transient Directing Group for Arylation of Unactivated C(sp3)-H Bonds
    Ma, Fei
    Lei, Min
    Hu, Lihong
    ORGANIC LETTERS, 2016, 18 (11) : 2708 - 2711
  • [28] Formation of α-chiral centers by asymmetric β-C(sp3)-H arylation, alkenylation, and alkynylation
    Wu, Qing-Feng
    Shen, Peng-Xiang
    He, Jian
    Wang, Xiao-Bing
    Zhang, Forrest
    Shao, Qian
    Zhu, Ru-Yi
    Mapelli, Claudio
    Qiao, Jennifer X.
    Poss, Michael A.
    Yu, Jin-Quan
    SCIENCE, 2017, 355 (6324) : 499 - +
  • [29] Pd-catalysed β-selective C(sp3)-H arylation of simple amides
    Hao, Hong-Yan
    Lou, Shao-Jie
    Wang, Shuang
    Zhou, Kun
    Wu, Qiu-Zi
    Mao, Yang-Jie
    Xu, Zhen-Yuan
    Xu, Dan-Qian
    CHEMICAL COMMUNICATIONS, 2021, 57 (65) : 8055 - 8058
  • [30] Selective C(sp3)-H arylation/alkylation of alkanes enabled by paired electrocatalysis
    Zou, Long
    Xiang, Siqi
    Sun, Rui
    Lu, Qingquan
    NATURE COMMUNICATIONS, 2023, 14 (01)