<p>A catalyst-free synthesis of furan-3-carbonitriles by cyclization of 2-arylidene-3-ketonitriles with potassium dinitromethanide was developed. Depending on the reagent ratio, this reaction afforded tri- and tetrasubstituted products. In the case of alkyl-substituted 2-arylidene-3-ketonitriles, the reaction diastereoselectively produced <i>trans</i>-5-nitro-4,5-dihydrofuran-3-carbonitriles.</p>

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Synthesis of furan-3-carbonitriles by cyclization of cyano-substituted α,β-enones with potassium dinitromethanide

  • M. R. Demidov,
  • T. V. Surkova,
  • O. P. Demidov,
  • V. A. Osyanin,
  • Yu. N. Klimochkin

摘要

A catalyst-free synthesis of furan-3-carbonitriles by cyclization of 2-arylidene-3-ketonitriles with potassium dinitromethanide was developed. Depending on the reagent ratio, this reaction afforded tri- and tetrasubstituted products. In the case of alkyl-substituted 2-arylidene-3-ketonitriles, the reaction diastereoselectively produced trans-5-nitro-4,5-dihydrofuran-3-carbonitriles.