Chinese Journal of Organic Chemistry ›› 2023, Vol. 43 ›› Issue (6): 2239-2244.DOI: 10.6023/cjoc202209012 Previous Articles     Next Articles


户晓兢a, 郭斐翔a, 朱润青b, 周柄棋b, 张涛b, 房立真b,*()   

  1. a 新乡医学院第三附属医院 河南新乡 453003
    b 新乡医学院药学院 河南新乡 453003
  • 收稿日期:2022-09-11 修回日期:2022-11-09 发布日期:2022-12-14
  • 基金资助:
    河南省科技厅高等学校学科创新引智基地(HNGD2021047); 河南省教育厅高等学校重点科研(21A350008)

Synthesis of p-Alkoxy Phenol and Its Application after Dearomatization

Xiaojing Hua, Feixiang Guoa, Runqing Zhub, Bingqi Zhoub, Tao Zhangb, Lizhen Fangb,*()   

  1. a The Third Affiliated Hospital of Xinxiang Medical University, Xinxiang, Henan 453003
    b School of Pharmacy, Xinxiang Medical University, Xinxiang, Henan 453003
  • Received:2022-09-11 Revised:2022-11-09 Published:2022-12-14
  • Contact: E-mail:
  • Supported by:
    Project from University Discipline Innovation and Talent Introduction Base of Science and Technology Department of Henan Province(HNGD2021047); Key Scientific Research Project of Henan Provincial Department of Education(21A350008)

p-Alkoxy phenol (p-AOPs) compounds were obtained by one-step selective hydroxylation of alkoxyl-aryl ethers with the transition metal ruthenium(II) as catalyst and [bis(trifluoroacetoxy)iodo]benzene (PIFA) as oxidant. These p-AOPs could be easily converted to quinone monoacetals (QMAs) after dearomatization. Condensation of the QMAs with β-naphthols provided polycyclic benzofurans which have a wide application prospect. The protocol established in this paper offered a facile and reliable way for the synthesis of these important compounds.

Key words: transition metal catalysis, regioselectivity hydroxylation, C—H activation, p-alkoxy phenol