Specific 1,2‐Hydride Shift in the Boron Trifluoride Catalyzed Reactions of Aromatic Aldehydes with Diazoacetonitrile: Simple Synthesis of β‐Ketonitriles

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公開日
2014-09-08
権利情報
  • http://onlinelibrary.wiley.com/termsAndConditions#vor
DOI
  • 10.1002/ejoc.201402901
公開者
Wiley

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<jats:title>Abstract</jats:title><jats:p>A series of β‐ketonitriles was synthesized within 30 min under mild conditions through the BF<jats:sub>3</jats:sub><jats:bold>·</jats:bold>OEt<jats:sub>2</jats:sub>‐catalyzed addition reactions of diazoacetonitrile to aromatic aldehydes and subsequent 1,2‐hydride shift. This method is advantageous in that it is operationally simple, mild and metal‐free conditions are used, the substrate scope is wide, and the products are obtained in moderate to high yields (up to 81 %). Additionally, γ,δ‐unsaturated β‐ketonitriles are also accessible by this method by using cinnamaldehydes.</jats:p>

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