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Phenyliodonium Diacetate Mediated Oxidative Functionalization of Styrenes with Molecular Oxygen: Synthesis of α-Oxygenated Ketones

Supravat Samanta, Ramachandra Reddy Donthiri, Chitrakar Ravi and Subbarayappa Adimurthy*

*Academy of Scientific & Innovative Research, CSIR-Central Salt & Marine Chemicals Research Institute, G.B. Marg, Bhavnagar 364 002. Gujarat, India, Email: adimurthycsmcri.org

S. Samanta, R. R. Donthiri, C. Ravi, S. Adimurthy, J. Org. Chem., 2016, 81, 3457-3463.

DOI: 10.1021/acs.joc.6b00266



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Abstract

Phenyliodonium diacetate mediates a synthesis of α-oxygenated ketones from styrenes in the presence of molecular oxygen and N-hydroxyphthalimide or N-hydroxybenzotriazole under metal-free conditions. The present method is applicable for wide range of styrenes with various functional groups.

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Key Words

α-hydroxy ketones, α-hydroxylation, PIDA, oxygen


ID: J42-Y2016