4.7 Article

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

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 8, Pages 3457-3463

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b00266

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Funding

  1. CSIR New Delhi, India
  2. UGC New Delhi, India
  3. DST, New Delhi, Government of India [SR/S1/0C-13/2011]

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Synthesis of alpha-oxygenated ketones from styrenes mediated by phenyliodonium diacetate in the presence of molecular oxygen and N-hydroxyphthalimide or N-hydroxybenzotriazole has been described. Addition of carbonyl oxygen at the alpha-position and formation of C-O bond at the beta-position of styrenes was achieved under metal-free conditions. The present method is applicable for wide range of styrenes with a variety of functional groups.

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