An Efficient Synthesis of Dinitrile Derivatives by the Reaction of Oxime Esters or Acid Anhydrides with Cyanotrimethylsilane Catalyzed by La(OiPr)3
Akiko Fujii, Satoshi Sakaguchi and Yasutaka Ishii*
*Department of Applied Chemistry, Faculty of Engineering & High Technology, Research Center, Kansai University, Suita, Osaka 564-8680, Japan
A. Fujii, S. Sakaguchi, Y. Ishii, J. Org. Chem., 2000, 65, 6209-6212.
DOI: 10.1021/jo0055281
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Abstract
La(OiPr)3 catalyzes a reaction of oxime esters or acid anhydrides with cyanotrimethylsilane (Me3SiCN) to provide α-trimethylsilyloxydinitrile derivatives in excellent yields. The reaction seems to proceed through the formation of acyl cyanides as intermediates.
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proposed mechanism
Key Words
ID: J42-Y2000
