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Visible-Light-Induced Dual Acylation of Alkenes for the Construction of 3-Substituted Chroman-4-ones

Yi-Chen Liu, Pu Chen, Xue-Jiao Li, Bi-Quan Xiong, Yu Liu*, Ke-Wen Tang and Peng-Fei Huang*

*Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414006, China, Email: lyxtmj_613163.com, pengfeihuangwhu.edu.cn

Y.-C. Liu, P. Chen, X.-J. Li, B.-Q. Xiong, K.-W. Tang, P.-F. Huang, J. Org. Chem., 2022, 87, 4263-4272.

DOI: 10.1021/acs.joc.1c03100


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Abstract

Visible-light mediates a dual acylation of alkenes for the construction of 3-substituted chroman-4-ones in good yields via a radical tandem cyclization reaction. The reaction involves a carbon-carbon bond cleavage of oxime esters by a nitrogen-centered radical strategy.

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proposed mechanism



Key Words

chroman-4-ones, photochemistry


ID: J42-Y2022