Litcius/Paper detail

A General Method for Photocatalytic Decarboxylative Hydroxylation of Carboxylic Acids

Shah Nawaz Khan, Muhammad Kashif Zaman, Ruining Li, Zhankui Sun

2020The Journal of Organic Chemistry39 citationsDOI

Abstract

A general and practical method for decarboxylative hydroxylation of carboxylic acids was developed through visible light-induced photocatalysis using molecular oxygen as the green oxidant. The addition of NaBH4 to in situ reduce the unstable peroxyl radical intermediate much broadened the substrate scope. Different sp3 carbon-bearing carboxylic acids were successfully employed as substrates, including phenylacetic acid-type substrates, as well as aliphatic carboxylic acids. This transformation worked smoothly on primary, secondary, and tertiary carboxylic acids.

Topics & Concepts

HydroxylationPhotocatalysisCarboxylic acidChemistrySubstrate (aquarium)Primary (astronomy)Phenylacetic acidDecarboxylationOrganic chemistryPhotochemistryCatalysisEnzymeGeologyOceanographyAstronomyPhysicsRadical Photochemical ReactionsAdvanced Photocatalysis TechniquesChemical Synthesis and Reactions