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
  • [1] Recent advances in the synthesis of benzo[b]thiophene fused polycyclic derivatives: Strategies and reactions
    Jiali Huang
    Wenyang Wang
    Lei Zhang
    Xiangtai Meng
    ChineseChemicalLetters, 2023, 34 (06) : 79 - 99
  • [2] A Simple and Efficient Synthesis of Fused Benzo[b]thiophene Derivatives
    Ulyankin, Evgeny B.
    Kostyuchenko, Anastasia S.
    Chernenko, Sergey A.
    Bystrushkin, Mikhail O.
    Samsonenko, Anna L.
    Shatsauskas, Anton L.
    Fisyuk, Alexander S.
    SYNTHESIS-STUTTGART, 2021, 53 (14): : 2422 - 2434
  • [3] Synthesis of new type benzo[b]thiophene fused quinones and their tetracyanoquinodimethane derivatives
    Ohba, Y
    Murakami, Y
    Sone, T
    Awano, H
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1997, 34 (03) : 781 - 787
  • [4] Recent Progress in the Synthesis of Benzo[b]thiophene
    Dau Xuan Duc
    CURRENT ORGANIC CHEMISTRY, 2020, 24 (19) : 2256 - 2271
  • [5] A FACILE SYNTHESIS OF BENZO[B]THIOPHENE DERIVATIVES
    WATANABE, M
    DATE, M
    KAWANISHI, K
    AKIYOSHI, R
    FURUKAWA, S
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1991, 28 (01) : 173 - 176
  • [6] PREPARATIVE SYNTHESIS OF BENZO[B]THIOPHENE, BENZO[B]SELENOPHENE AND BENZO[B]TELLUROPHENE DERIVATIVES
    LENDEL, VG
    PAKH, BJ
    PETRUS, VV
    KIJAK, MJ
    MIGALINA, JV
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1990, (10): : 1331 - 1334
  • [7] SYNTHESIS AND SOME TRANSFORMATIONS OF BENZO[B]THIOPHENE DERIVATIVES
    SIDORENKO, TN
    TERENTYEVA, GA
    RAIDA, VS
    ANDRIENKO, OS
    SAVINYKH, YV
    AKSENOV, VS
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1982, (12): : 1618 - 1622
  • [8] A STUDY OF SUBSTITUTION REACTIONS OF BENZO[B]THIOPHENE AND ITS DERIVATIVES
    VANZYL, G
    BREDEWEG, CJ
    RYNBRAND.RH
    NECKERS, DC
    CANADIAN JOURNAL OF CHEMISTRY, 1966, 44 (19): : 2283 - &
  • [9] Recent advances in the synthesis of [a]-benzo-fused BODIPY fluorophores
    Jean-Gerard, Ludivine
    Vasseur, William
    Scherninski, Francois
    Andrioletti, Bruno
    CHEMICAL COMMUNICATIONS, 2018, 54 (92) : 12914 - 12929
  • [10] Recent Advances in the Synthesis of Benzo[b]furans
    Heravi, Majid M.
    Zadsirjan, Vahideh
    ADVANCES IN HETEROCYCLIC CHEMISTRY, VOL 117, 2015, 117 : 261 - 376