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Chinese Journal of Organic Chemistry >

2023 , Vol. 43 >Issue 12: 4019 - 4035

DOI: https://doi.org/10.6023/cjoc202304018

REVIEWS

Progress in the Construction of Spirocyclohexadienones via Alkyne-Involving Dearomatization

  • Peng Liu ,
  • Fuming Zhong ,
  • Lihao Liao ,
  • Weiqiang Tan ,
  • Xiaodan Zhao
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  • a School of Environmental and Municipal Engineering, Qingdao University of Technology, Qingdao 266520
    b School of Chemistry, Sun Yat-Sen University, Guangzhou 510006
*E-mail: ;

Received date: 2023-04-14

  Revised date: 2023-06-02

  Online published: 2023-07-20

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)

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Abstract

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

Cite this article

Peng Liu , Fuming Zhong , Lihao Liao , Weiqiang Tan , Xiaodan Zhao . Progress in the Construction of Spirocyclohexadienones via Alkyne-Involving Dearomatization[J]. Chinese Journal of Organic Chemistry, 2023 , 43(12) : 4019 -4035 . DOI: 10.6023/cjoc202304018

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