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Photoredox-Catalyzed Deoxygenative Intramolecular Acylation of Biarylcarboxylic Acids: Access to Fluorenones

Rehanguli Ruzi, Muliang Zhang, Keyume Ablajan* and Chengjian Zhu*

*College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046; School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, P. R. China, Email: ablajan209hotmail.com, cjzhunju.edu.cn

R. Ruzi, M. Zhang, K. Ablajan, C. Zhu, J. Org. Chem., 2017, 82, 12834-12839.

DOI: 10.1021/acs.joc.7b02197 (free Supporting Information)


Abstract

Photoredox catalysis enables an efficient deoxygenative radical cyclization reaction of biarylcarboxylic acids for the synthesis of fluorenones. This photocatalytic intramolecular acyl radical coupling reaction provides valuable fluorenone products with mild conditions, good yields, and good functional-group compatibility.

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proposed mechanism



Key Words

fluorenones


ID: J42-Y2017