Acid-mediated specific α,α-diarylation and α-monoarylation reactions of pyruvic acid with/without decarbonylation

Article abstract of DOI:10.1080/00397919908086155

Pyruvic acid (3) was found to be arylated chemoselectively at the α- ketocarbonyl carbon in P₂O₅-MsOH affording decarbonylative α,α-diarylated products 5, decarbonylative α-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).

Full text of DOI:10.1080/00397919908086155

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Synthetic Communications: An
International Journal for Rapid
Communication of Synthetic
Organic Chemistry
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Acid-Mediated Specific
α,α-Diarylation And A-
Monoarylation Reactions Of
Pyruvic Acid With/Without
Decarbonylation
a
b
Noriyuki Yonezawa , Tetsuo Hino , Tsuyoshi
c
c
b
Kinuno , Toshiyuki Matsuki & Tomiki Ikeda
a
Department of Material Systems Engineering ,
Tokyo University of Agriculture and Technology ,
Koganei, Tokyo, 184-8588, Japan
b
Research Laboratory of Resources Utilization ,
Tokyo Institute of Technology Nagatsuda , Midori-ku,
Yokohama, 226-8503, Japan
c
Department of Chemistry , Gunma University ,
Kiryu, Gunma, 376-8515, Japan E-mail:
Published online: 17 Sep 2007.
To cite this article: Noriyuki Yonezawa , Tetsuo Hino , Tsuyoshi Kinuno , Toshiyuki
Matsuki & Tomiki Ikeda (1999) Acid-Mediated Specific α,α-Diarylation And A-
Monoarylation Reactions Of Pyruvic Acid With/Without Decarbonylation, Synthetic
Communications: An International Journal for Rapid Communication of Synthetic
Organic Chemistry, 29:10, 1687-1695, DOI: 10.1080/00397919908086155
To link to this article: http://dx.doi.org/10.1080/00397919908086155

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