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Ascorbic Acid Promoted Oxidative Arylation of Vinyl Arenes to 2-Aryl Acetophenones without Irradiation at Room Temperature under Aerobic Conditions

Biju Majhi, Debasish Kundu and Brindaban C. Ranu*

*Department of Organic Chemistry, Indian Association for the Cultivation of Science, Jadavpur, Kolkata 700032, India, Email: ocbcriacs.res.in

B. Majhi, D. Kundu, B. C. Ranu, J. Org. Chem., 2015, 80, 7739-7745.

DOI: 10.1021/acs.joc.5b00825 (free Supporting Information)


 

Abstract

Aryl radicals generated in situ from arene diazonium fluoroborates promoted by ascorbic acid enable a convenient and general oxidative arylation of vinyl arenes in air at room temperature in the absence of any additive and visible light irradiation. Various 2-aryl acetophenones have been obtained in good yields.

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Key Words

Arylation, Oxidation, Oxygen, Ascorbic Acid


ID: J42-Y2015