Recent Advances in Cyclization Reactions of 1,6-Enynes

被引:11
|
作者
Liu, Jia-Xuan [1 ]
Xu, Sheng-Qi [1 ]
Han, Ya-Ping [1 ]
Liang, Yong-Min [2 ]
机构
[1] Hebei Univ Technol, Sch Chem Engn & Tech, Tianjin 300130, Peoples R China
[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou, Peoples R China
关键词
Cascade cyclization; Transition metal catalyzed; Metal-free catalyzed; Visible-light-induced; Electrocatalytic cyclization; CATALYZED REDUCTIVE CYCLIZATION; HYDROGEN-ATOM TRANSFER; METAL-FREE; RADICAL CYCLIZATION; CASCADE CYCLIZATION; GAMMA-LACTAMS; FUNCTIONALIZATION; ANNULATION; BICYCLIZATION; BENZOFURANS;
D O I
10.1002/adsc.202301480
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Elaborated molecular architectures, specifically those bearing one or more carbon stereocenters, stand as an important class of carbocyclic and heterocyclic frameworks because they are frequently occurring core structures in numerous natural products and biologically active pharmaceutical molecules. Over the past few decades, the development of versatile synthetic approaches via cascade cyclization reactions of 1,6-enynes for the construction of a series of fused and spiro compounds has been the focus of a great deal of research initiatives. These synthesis strategies are peculiarly fascinating in the context of the assembly of a wide array of pharmaceutical molecules, natural products, agrochemicals, and functional materials. In this review, recent developments in the transformations of 1,6-enynes with diverse coupling reagents are summarized since 2018, which could be divided into five categories: 1) Introduction; 2) Transition metal catalyzed cyclization of 1,6-enynes; 3) Metal-free cyclization of 1,6-enynes; 4) Visible-light-induced cyclization of 1,6-enynes; 5) Electrocatalytic cyclization of 1,6-enynes.
引用
收藏
页码:1220 / 1268
页数:49
相关论文
共 50 条
  • [1] Electrophilic Cyclization of 1,6-Enynes
    Harschneck, Tobias
    Kirsch, Stefan F.
    Wegener, Michael
    SYNLETT, 2011, (08) : 1151 - 1153
  • [2] Cyclization reactions of 1,6-dienes and 1,6-enynes by dual cobalt photocatalysis
    Li, Pei-Ting
    Shi, Zi-Fa
    Yu, Wei
    ORGANIC CHEMISTRY FRONTIERS, 2024, 11 (11): : 3048 - 3057
  • [3] A REDUCTIVE CYCLIZATION OF 1,6-ENYNES AND 1,7-ENYNES
    TROST, BM
    RISE, F
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (10) : 3161 - 3163
  • [4] Radical cyclization of 1,6-enynes using allylstannanes
    Miura, K
    Saito, H
    Fujisawa, N
    Hosomi, A
    JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (23): : 8119 - 8122
  • [5] Palladium-Catalyzed Cyclization of 1,6-Enynes
    Liu Wenjuan
    Chen Pinhong
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2024, 44 (07) : 2077 - 2091
  • [6] Hydroalkynylative cyclization of 1,6-enynes with terminal alkynes
    Teng, Qi
    Thirupathi, Nuligonda
    Tung, Chen-Ho
    Xu, Zhenghu
    CHEMICAL SCIENCE, 2019, 10 (28) : 6863 - 6867
  • [7] Cyclization of 1,6-enynes with allylic chromate species
    Nishikawa, T
    Shinokubo, H
    Oshima, K
    ORGANIC LETTERS, 2002, 4 (16) : 2795 - 2797
  • [8] Iron-Catalyzed Reductive Cyclization of 1,6-Enynes
    Lin, Aijun
    Zhang, Zhi-Wei
    Yang, Jiong
    ORGANIC LETTERS, 2014, 16 (02) : 386 - 389
  • [9] Cobalt-Catalyzed Hydrosilylation/Cyclization of 1,6-Enynes
    Xi, Tuo
    Lu, Zhan
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (19): : 8858 - 8866
  • [10] Iron-Catalyzed Hydroborylative Cyclization of 1,6-Enynes
    Cabrera-Lobera, Natalia
    Rodriguez-Salamanca, Patricia
    Nieto-Carmona, Juan C.
    Bunuel, Elena
    Cardenas, Diego J.
    CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (04) : 784 - 788