Chinese Journal of Organic Chemistry ›› 2023, Vol. 43 ›› Issue (12): 4019-4035.DOI: 10.6023/cjoc202304018 Previous Articles     Next Articles



刘鹏a, 钟富明b, 廖礼豪b, 谭伟强a,*(), 赵晓丹b,*()   

  1. a 青岛理工大学环境与市政工程学院 青岛 266520
    b 中山大学化学学院 广州 510006
  • 收稿日期:2023-04-14 修回日期:2023-06-02 发布日期:2023-07-19
  • 基金资助:
    国家自然科学基金(22171292); 国家自然科学基金(22101304); 广东特支计划科技创新领军人才(2019TX05Y638)

Progress in the Construction of Spirocyclohexadienones via Alkyne-Involving Dearomatization

Peng Liua, Fuming Zhongb, Lihao Liaob, Weiqiang Tana,*(), Xiaodan Zhaob,*()   

  1. a School of Environmental and Municipal Engineering, Qingdao University of Technology, Qingdao 266520
    b School of Chemistry, Sun Yat-Sen University, Guangzhou 510006
  • Received:2023-04-14 Revised:2023-06-02 Published:2023-07-19
  • Contact: *E-mail:;
  • Supported by:
    National Natural Science Foundation of China(22171292); National Natural Science Foundation of China(22101304); Technical and Innovation Talents of Guangdong Special Support Program(2019TX05Y638)

Spirocyclohexadienones are not only widely present in bioactive molecules, but also act as key synthetic intermediates for the synthesis of natural products. Owing to the great importance of these compounds, their efficient synthesis has drawn considerable attention from synthetic chemists. In particular, there are many reports about the synthesis of spiro- cyclohexadienone derivatives via alkyne-involving dearomatization in the past few years. The success of these reactions benefits from the reaction mode: the activation of alkyne π bond by radicals, electrophiles, or metal catalysts under the conditions of photocatalysis, electrocatalysis, or chemical oxidation, and then the subsequent dearomatization process. The advances in electron-deficient, electron-ordinary, and electron-rich alkynes-participated dearomatization of phenolic deri- vatives to realize the efficient construction of spirocyclohexadienone derivatives in recent five years are systematically summarized. During the discussion, the used triggering ways are subdivided. At last, the prospects of this field are discussed.

Key words: dearomatization, alkynes, spirocyclohexadienones, synthetic methods, research progress