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Direct Deoxygenative Intramolecular Acylation of Biarylcarboxylic Acids

Yantao Li, Wentao Xu, Chengjian Zhu*, Jin Xie*

*State Key Laboratory of Coordination Chemistry, ChemBIC, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, P. R. of China, Email: cjzhunju.edu.cn, xienju.edu.cn

Y. Li, W. Xu, C. Zhu, J. Xie, Synlett, 2021, 32, 387-390.

DOI: 10.1055/s-0040-1707246


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Abstract

A photocatalyzed intramolecular cyclization of biarylcarboxylic acids with triphenylphosphine as an inexpensive and effective deoxygenative reagent provides fluorenones via formation of acyl radicals, which quickly undergo intramolecular radical cyclization. Reactions in the presence of air and continuous flow photoredox technology demonstrate the generality and practicality of this process.


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Key Words

fluorenones, photochemistry, deoxygenation, triphenylphosphine, radical cyclization, flow chemistry


ID: J72-Y2021