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Synthesis of Unsymmetrical 1,4-Dicarbonyl Compounds by Photocatalytic Oxidative Radical Additions

Ya Dong, Ruining Li, Junliang Zhou and Zhankui Sun*

*Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, School of Pharmacy, Shanghai Jiao Tong University, No. 800 Dongchuan Road, Shanghai 200240, China, Email:

Y. Dong, R. Li, J. Zhou, Z. Sun, Org. Lett., 2021, 23, 6387-6390.

DOI: 10.1021/acs.orglett.1c02208

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A mild and highly efficient photocatalytic oxidative radical addition reaction for the synthesis of unsymmetrical 1,4-dicarbonyl compounds utilizes a desulfurization process to generate electrophilic radicals, which add to α-halogenated alkenes and undergo further oxidation to deliver 1,4-dicarbonyl compounds.

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proposed mechanism

Key Words

1,4-keto esters, photochemistry, oxygen

ID: J54-Y2021