A Convenient Synthesis of Dialkyl (E)-2,3-Dicyanobutendioates

Yoichi Yamada; Heinosuke Yasuda

doi:10.1055/s-1990-27009

Synthesis 1990; 1990(9): 768-770
DOI: 10.1055/s-1990-27009

paper

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A Convenient Synthesis of Dialkyl (E)-2,3-Dicyanobutendioates

Yoichi Yamada^* , Heinosuke Yasuda

^*Department of Chemistry, Utsunomiya University, Utsunomiya 321, Japan

Abstract

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Dialkyl (E)-2,3-dicyanobutendioates 4, potentially useful intermediates for the synthesis of a wide variety of heterocyclic compounds, are conveniently prepared by the reaction of alkyl bromocyanoacetates 2 with potassium thiocyanate in acetonitrile followed by treatment with water. The starting alkyl bromocyanoacetates are prepared by the photochemical reaction of the appropriate alkyl cyanoacetate with bromine in carbon tetrachloride.

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