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Palladium on Carbon-Catalyzed Synthesis of Benzil Derivatives from 1,2-Diarylalkynes with DMSO and Molecular Oxygen as Dual Oxidants

✍ Scribed by Shigeki Mori; Masato Takubo; Takayoshi Yanase; Tomohiro Maegawa; Yasunari Monguchi; Hironao Sajiki


Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
158 KB
Volume
352
Category
Article
ISSN
1615-4150

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✦ Synopsis


Abstract

A palladium on carbon (Pd/C)‐catalyzed synthetic method for the preparation of benzil derivatives from 1,2‐diarylalkynes has been established using dimethyl sulfoxide (DMSO) and molecular oxygen as dual oxidants. Regardless of the electrical nature of the functional groups on the aromatic rings, 1,2‐diarylalkynes were oxidized to the corresponding benzil derivatives in high to excellent yields. Furthermore, the oxidation could efficiently be catalyzed by both the dry and wet types of Pd/C under atmospheric conditions.