Photochemical Hydrogen Atom Transfer Catalysis for Dehydrogenation of Alcohols To Form Carbonyls

Xiaona Yang, Yunfei Guo, Hong'en Tong, Hongyu Guo*, Rongfang Liu* and Rong Zhou*

*Taiyuan University of Technology, Taiyuan 030024; Shanxi University of Chinese Medicine, Jinzhong 030619, China, Email: guohongyutyut.edu.cn, liurfchem163.com, zhourongtyut.edu.cn

X. Yang, Y. Guo, H. Tong, H. Guo, R. Liu, R. Zhou, Org. Lett., 2023, 25, 5486-5491.

DOI: 10.1021/acs.orglett.3c01917

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Abstract

An unprecedented visible-light-mediated metal-free oxidation of alcohols provides carbonyls with hydrogen evolution. By synergistic combination of organophotocatalyst 4CzIPN and a thiol hydrogen atom transfer catalyst, a broad range of alcohols, including primary and secondary benzylic alcohols as well as aliphatic alcohols, were readily oxidized to carbonyls in good yields.

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proposed mechanism

4CzIPN

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Key Words

aldehydes, ketones, photochemistry, organocatalysis

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ID: J54-Y2023