Rapid Access to Free Phenols by Photocatalytic Acceptorless Dehydrogenation of Cyclohexanones at Room Temperature

Author:

Min Lin1,Lin Jiani1,Shu Wei1

Affiliation:

1. Shenzhen Grubbs Institute, Department of Chemistry, and Guangdong Provincial Key Laboratory of Catalysis Southern University of Science and Technology Shenzhen Guangdong 518055 China

Abstract

Comprehensive SummaryPhenols are ubiquitous substructures in natural products and bioactive compounds. However, practical methods for the direct construction of phenols under mild conditions remain challenging. Herein, a photocatalytic acceptorless hydrogen‐evolution aromatization of cyclohexanones or cyclohexenones at room temperature has been developed. The reaction features the visible‐light and cobalt co‐catalyzed sequential dehydrogenation of in‐situ formed enol silyl ethers, which are regarded as a challenging process. This operationally simple method enables the synthesis of a series of phenols with diverse substitution patterns from cyclohexanones or cyclohexenones. Moreover, diverse substituted 1,2‐, 1,3‐, and 1,4‐benzenediols were obtained from cyclohexanediones, providing a general and straightforward method for the synthesis of phenols from simple starting materials under mild conditions.

Funder

Department of Education of Guangdong Province

Guangdong Science and Technology Department

National Natural Science Foundation of China

Natural Science Foundation of Guangdong Province

Science, Technology and Innovation Commission of Shenzhen Municipality

Publisher

Wiley

Subject

General Chemistry

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