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

10 April 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Phenols are ubiquitous substructures in natural products and bioactive compounds. However, practical methods for the direct construction of phenols under mild conditions remains challenging. Herein, a photocatalytic acceptorless dehydrogenative 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 a series of phenols with diverse substitution patterns from cyclohexanones or cyclohexenones, providing a general and straightforward method for the synthesis of phenols from simple starting materials under mild conditions.

Keywords

photocatalysis
phenol
dehydrogenation
cobalt

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