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Palladium-Catalyzed Reduction of Acid Chlorides to Aldehydes with Hydrosilanes

Tetsuaki Fujihara, Cong Cong, Tomohiro Iwai, Jun Terao, Yasushi Tsuji*

*Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan, Email: ytsujiscl.kyoto-u.ac.jp

T. Fujihara, C. Cong, T. Iwai, J. Terao, Y. Tshuji, Synlett, 2012, 23, 2389-2392.

DOI: 10.1055/s-0032-1317155 (free Supporting Information)


Abstract

The use of hydrosilanes as reducing agents in the presence of a palladium catalyst enables an efficient synthesis of aldehydes from acid chlorides. A simple mixture of commercially available Pd(dba)2 and Mes3P catalyzed the reduction of various acid chlorides including aliphatic acid chlorides and α,β-unsaturated acid chlorides to the corresponding aldehydes in good to high yields under mild reaction conditions.

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Key Words

acid chlorides, aldehydes, triethylsilane, palladium, phosphine


ID: J60-Y2012-3260