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A General Method for Photocatalytic Decarboxylative Hydroxylation of Carboxylic Acids

Shah Nawaz Khan, Muhammad Kashif Zaman, Ruining Li 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: zksunsjtu.edu.cn

S. N. Khan, M. K. Zaman, R. Li, Z. Sun, J. Org. Chem., 2020, 85, 5019-5026.

DOI: 10.1021/acs.joc.0c00312 (free Supporting Information)


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Abstract

A visible light-induced photocatalysis enables a general and practical decarboxylative hydroxylation of a broad range of carboxylic acids using molecular oxygen as the green oxidant. NaBH4 as additive reduces unstable peroxyl radical intermediates in situ.


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proposed mechanism



Key Words

decarboxylation, hydroxylation, benzylic alcohols, oxygen, photochemistry


ID: J42-Y2020