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Note | Regular issue | Vol 75, No. 3, 2008, pp.675-681
Published online, 14th December, 2007
DOI: 10.3987/COM-07-11255
A Simple Synthesis of α-Nitro-δ-keto Nitrile

Nagatoshi Nishiwaki,* Tomoko Nogami, and Masahiro Ariga*

*Department of Chemistry, Osaka Kyoiku University, Asahigaoka 4-698-1, Kashiwara, Osaka 582-8582, Japan

Abstract

α-Nitro-δ-keto nitrile was effectively synthesized in one-pot from pyridinium salt of nitroisoxazolone by ring opening reaction followed by condensation with two molecules of acetone via pyrrolidinium salt of 2,4-di-aci-nitropentanedinitrile. The obtained α-nitro-δ-keto nitrile has a highly acidic hydrogen in addition to multi-functionality. These structural features are considered to be useful for the syntheses of polyfunctionalized compounds.