Ene-Reductase-Catalyzed Aromatization of Simple Cyclohexanones to Phenols

Jie Chen, Shaofang Qi, Zhiguo Wang, Liran Hu, Jialing Liu, Guixiang Huang, Yongzhen Peng, Zheng Fang, Qi Wu, Yujing Hu, Kai Guo

Research output: Contribution to journalArticlepeer-review

6 Scopus citations

Abstract

Direct aromatization of cyclohexanones to synthesize substituted phenols represents a significant challenge in modern synthetic chemistry. Herein, we describe a novel ene-reductase (TsER) catalytic system that converts substituted cyclohexanones into the corresponding phenols. This process involves the successive dehydrogenation of two saturated carbon-carbon bonds within the six-membered ring of cyclohexanones and utilizes molecular oxygen to drive the reaction cycle. It demonstrates a versatile and efficient approach for the synthesis of substituted phenols, providing a valuable complement to existing chemical methodologies.

Original languageEnglish
Article numbere202408359
JournalAngewandte Chemie - International Edition
Volume63
Issue number44
DOIs
StatePublished - 24 Oct 2024

Keywords

  • aromatization
  • cyclohexanones
  • ene-reductase
  • enzyme catalysis
  • phenols

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