Dual Photochemical H‐Atom Transfer and Cobalt Catalysis for the Desaturative Synthesis of Phenols from Cyclohexanones

Author:

Caldora Henry P.1,Zhang Zhenhua1,Tilby Michael J.1,Turner Oliver2,Leonori Daniele3ORCID

Affiliation:

1. Department of Chemistry University of Manchester Oxford Road Manchester M13 9PL UK

2. Oncology R&DI Medicinal Chemistry AstraZeneca Darwin Building, Unit 310, Cambridge Science Park Milton Road Cambridge CB4 0WG UK

3. Institute of Organic Chemistry RWTH Aachen University Landoltweg 1 52056 Aachen Germany

Abstract

AbstractPhenols are integral aromatic molecules widely encountered in the structure of natural products and routinely utilised for the synthesis of high‐value materials. Accessing highly substituted derivatives can often be difficult, especially when their functionalization pattern does not match the intrinsic reactivity leveraged by electrophilic aromatic substitution (SEAr) chemistry. Here, we provide an alternative and mechanistically distinct approach for phenol synthesis using saturated cyclohexanone precursors. This process operates at ambient temperature, under simple purple light irradiation, and features a dual catalytic manifold carrying four sequential H‐atom transfer processes.

Funder

HORIZON EUROPE Marie Sklodowska-Curie Actions

Publisher

Wiley

Subject

General Chemistry,Catalysis

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