Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (1): 94-104.DOI: 10.6023/cjoc202006032 Previous Articles     Next Articles

REVIEWS

二苯并噻吩的合成研究进展

程辉成a, 郭鹏虎a, 陈冰a, 姚嘉伟a, 马姣丽a,*(), 胡炜杰a, 纪红兵a,b,*()   

  1. a 广东石油化工学院化学学院 广东高校果蔬加工与贮藏工程技术开发中心 广东茂名 525000
    b 中山大学化学学院 精细化工研究院 广州 510275
  • 收稿日期:2020-06-18 修回日期:2020-07-26 发布日期:2020-08-19
  • 通讯作者: 马姣丽, 纪红兵
  • 作者简介:
    * Corresponding author. E-mail: ;
  • 基金资助:
    国家自然科学基金(21938001); 国家自然科学基金(21961160741); 茂名市科技计划(2019401); 茂名市科技计划(2020581); 广东石油化工学院基金(2012gczxB001); 广东石油化工学院基金(517152); 广东石油化工学院基金(517136); 广东石油化工学院基金(2019rc053); 广东石油化工学院基金(2019rc047)

Recent Advances in the Synthesis of Dibenzothiophenes

Huicheng Chenga, Penghu Guoa, Bing Chena, Jiawei Yaoa, Jiaoli Maa,*(), Weijie Hua, Hongbing Jia,b,*()   

  1. a Development Center of Technology for Fruit & Vegetables Storage and Processing Engineering, College of Chemistry, Guangdong University of Petrochemical Technology, Maoming, Guangdong 525000
    b Fine Chemical Industry Research Institute, School of Chemistry, Sun Yat-sen University, Guangzhou 510275
  • Received:2020-06-18 Revised:2020-07-26 Published:2020-08-19
  • Contact: Jiaoli Ma, Hongbing Ji
  • Supported by:
    the National Natural Science Foundation of China(21938001); the National Natural Science Foundation of China(21961160741); the Science and Technology Plan of Maoming City(2019401); the Science and Technology Plan of Maoming City(2020581); the Guangdong University of Petrochemical Technology(2012gczxB001); the Guangdong University of Petrochemical Technology(517152); the Guangdong University of Petrochemical Technology(517136); the Guangdong University of Petrochemical Technology(2019rc053); the Guangdong University of Petrochemical Technology(2019rc047)

Dibenzothiophenes are widely used in organic photoactive compounds, dyes, liquid crystals, conducting polymers, pharmaceuticals and other fields. Until now, various approaches for their synthesis have been well-documented, among which the cyclization of the C—S bond and the C—C bond to achieve the construction of a five-membered sulfur heterocycle in the dibenzothiophene structure is most widely reported. Besides, it also can be realized by the formation of a benzene ring in a dibenzothiophene structure through cyclization of thiophene/its derivatives and a four-carbon synthon. The formation of intramolecular C—S bonds by acids, bases and other non-metallic species is another alternative for dibenzothiophenes synthesis. However, most of these methods are limited by their reliance on prefunctionalization of starting materials or multistep procedures. Over the past decades, transition-metal-catalyzed coupling reactions have emerged as a powerful method for the construction of dibenzothiophenes. In this mini review, based on the latest research progress on dibenzothiophene synthesis until 2020, we briefly discuss the following types of cyclization methods.

Key words: S-heterocyclic compound, dibenzothiophenes, synthesis, transition metal catalysis, transition-metal-free