Recent advances in the synthesis of benzo[ b ]thiophene fused polycyclic derivatives: Strategies and reactions

被引:16
|
作者
Huang, Jiali [1 ]
Wang, Wenyang [1 ]
Zhang, Lei [2 ]
Meng, Xiangtai [1 ]
机构
[1] Tianjin Univ Technol, Sch Chem & Chem Engn, Tianjin Key Lab Organ Solar Cells & Photochem Conv, Tianjin 300384, Peoples R China
[2] Tianjin Chengjian Univ, Tianjin Engn Technol Ctr Chem Wastewater Source Re, Sch Sci, Tianjin 300384, Peoples R China
基金
中国国家自然科学基金;
关键词
Benzo[ b ]thiophene fused polycyclic; derivatives; Thioaurone; Thioisatin; Benzo[ b ]thiophene; Azadiene; 3+2 CYCLOADDITION REACTION; 3-COMPONENT DOMINO; BENZOTHIOPHENE; ANNULATION; CONSTRUCTION; HETEROARENES; 3-NITROINDOLES;
D O I
10.1016/j.cclet.2022.108003
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Benzo[b]thiophene fused compounds with a unique active heterocyclic skeleton have wide applica-tions in the fields of medicinal chemistry, organic synthesis, and organic functional materials, which resulted in rapid development of many efficient methods for the construction of benzo[b]thiophene-fused heterocycles in recent years. Among these methods, the domino reaction of benzo[b]thiophene derivatives is a practical and powerful synthetic route to access benzo[b]thiophene-fused heterocy-cles by virtue of the particularity of sulfur atom. This review summarizes the latest developments in the construction of benzo[b]thiophene-fused heterocycles by ring formation at the C2-C3-position of benzo[b]thiophene derivatives in the past decade. Additionally, this review is divided into four parts ac-cording to the four kinds of benzo[b]thiophene derivatives used, including thioaurone, thioisatin, substi-tuted benzo[b]thiophene, and azadiene. (c) 2023 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.
引用
收藏
页数:21
相关论文
共 50 条
  • [41] Cinnamaldehyde: a potential building block for the synthesis of polycyclic fused heterocycles by multicomponent reactions (microreview)
    Mehar, Aatka
    Parvin, Tasneem
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2024, 60 (7-8) : 348 - 350
  • [42] (Substituted)-benzo[b]thiophene-4-carboxamide Synthesis and Antiproliferative Activity Study
    Pawar, Chandrakant Dhondiram
    Pansare, Dattatraya Navnath
    Shinde, Devanand Baburao
    LETTERS IN DRUG DESIGN & DISCOVERY, 2020, 17 (05) : 563 - 573
  • [43] Recent advances in the synthesis of fused heterocycles with new skeletons via alkyne cyclization
    Balci, Metin
    TETRAHEDRON LETTERS, 2020, 61 (24)
  • [44] Modern Annulation Strategies for the Synthesis of Cyclo[ b ]fused Indoles
    Haak, Edgar
    SYNLETT, 2019, 30 (03) : 245 - 251
  • [45] Synthesis of complex fused polycyclic heterocycles utilizing IMDAF reactions of allylamino- or allyloxy-furyl(hetero)arenes
    Read, Matthew L.
    Krapp, Andreas
    Miranda, Pedro O.
    Gundersen, Lise-Lotte
    TETRAHEDRON, 2012, 68 (07) : 1869 - 1885
  • [46] Synthesis of Benzo[b]thiophene Substituted Carbamates, Ureas, Semicarbazides, and Pyrazoles and Their Antimicrobial and Analgesic Activity
    Kumara, Tholappanavara H. Suresha
    Mahadevan, Kittappa M.
    Harishkumar, Hosanagara N.
    Padmashali, Basavaraj
    Naganagowda, Gadada
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2009, 184 (07) : 1866 - 1879
  • [47] Gold-catalyzed Bicyclization of Diaryl Alkynes: Synthesis of Polycyclic Fused indole and Spirooxindole Derivatives
    Cai, Ju
    Wu, Bing
    Rong, Guangwei
    Zhang, Cheng
    Qiu, Lihua
    Xu, Xinfang
    ORGANIC LETTERS, 2018, 20 (09) : 2733 - 2736
  • [48] Synthesis, optical properties and charge transport characteristics of a series of novel thiophene-fused phenazine derivatives
    Xie, Yongfa
    Fujimoto, Takuya
    Dalgleish, Simon
    Shuku, Yoshiaki
    Matsushita, Michio M.
    Awaga, Kunio
    JOURNAL OF MATERIALS CHEMISTRY C, 2013, 1 (21) : 3467 - 3481
  • [49] Solution-Phase Parallel Synthesis of a Multi-substituted Benzo[b]thiophene Library
    Cho, Chul-Hee
    Neuenswander, Benjamin
    Lushington, Gerald H.
    Larock, Richard C.
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2009, 11 (05): : 900 - 906
  • [50] Cobalt-Catalyzed Multi-Component Reactions: Recent Advances and Perspectives in Organic Synthesis
    Susan Treesa, G. S.
    Neetha, Mohan
    Saranya, Salim
    Anilkumar, Gopinathan
    CHEMISTRYSELECT, 2020, 5 (25): : 7400 - 7416