Photoredox Catalysis Enables Decarboxylative Cyclization with Hypervalent Iodine(III) Reagents: Access to 2,5-Disubstituted 1,3,4-Oxadiazoles

Jian Li*, Xue-Chen Lu, Yue Xu, Jin-Xia Wen, Guo-Quan Hou and Li Liu*

*Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Pharmacy, Changzhou University, Changzhou 213164, China, Email: lijianchemcczu.edu.cn, liliucczu.edu.cn

J. Li, X.-C. Lu, Y. Xu, J.-X. Wen, G.-Q. Hou, L. Liu, Org. Lett., 2020, 22, 9621-9626.

DOI: 10.1021/acs.orglett.0c03663

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Abstract

A photoredox-catalyzed decarboxylative cyclization reaction between commercially available α-oxocarboxylic acids and a hypervalent iodine(III) reagent provides 2,5-disubstituted 1,3,4-oxadiazoles in very good yields.

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proposed reaction pathway

4CzPN

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Key Words

1,3,4-oxadiazoles, photochemistry, organocatalysis

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ID: J54-Y2020