Photochemical Selective Oxidation of Benzyl Alcohols to Aldehydes or Ketones.

J Org Chem

Sichuan Engineering Research Center for Biomimetic Synthesis of Natural Drugs, School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610031, People's Republic of China.

Published: April 2023

Using Eosin Y as a metal-free photocatalyst and O as an oxidant, the present study reports a new photochemical protocol that enables efficient aerobic oxidation of various benzyl alcohols to the corresponding aldehydes or ketones in excellent yields under mild reaction conditions. The catalyst system presents good functional-group tolerance and exquisite chemoselectivity, which also can easily be scaled-up to gram scale. Moreover, the methodological applications in practical synthesis of several organic molecules and the primary reaction mechanism were also discussed.

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http://dx.doi.org/10.1021/acs.joc.2c02667DOI Listing

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