Acid-Mediated Specific α,α-Diarylation And A-Monoarylation Reactions Of Pyruvic Acid With/Without Decarbonylation

Noriyuki Yonezawa Department of Material Systems Engineering, Tokyo University of Agriculture and Technology, Koganei, Tokyo, 184-8588, Japan

Tetsuo Hino Research Laboratory of Resources Utilization, Tokyo Institute of Technology Nagatsuda, Midori-ku, Yokohama, 226-8503, Japan

Tsuyoshi Kinuno Department of Chemistry, Gunma University, Kiryu, Gunma, 376-8515, Japan E-mail: [email protected]

Toshiyuki Matsuki Department of Chemistry, Gunma University, Kiryu, Gunma, 376-8515, Japan E-mail: [email protected]

Tomiki Ikeda Research Laboratory of Resources Utilization, Tokyo Institute of Technology Nagatsuda, Midori-ku, Yokohama, 226-8503, Japan

Abstract

Pyruvic acid (3) was found to be arylated chemoselectively at the a-ketocarbonyl carbon in P₂O₅-MsOH affording decarbonylative α,α-diarylated products 5, decarbonylative a-monoarylated compounds 6, or non-decarbonylative α,α-diarylated adducts 7 depending on the reactivity of arenes (4a-g), in contrast to Lewis acid-catalyzed reaction of its acid chloride (2).

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Acid-Mediated Specific α,α-Diarylation And A-Monoarylation Reactions Of Pyruvic Acid With/Without Decarbonylation

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Acid-Mediated Specific α,α-Diarylation And A-Monoarylation Reactions Of Pyruvic Acid With/Without Decarbonylation

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