3??Hydroxy??2??cyanoalk??2??enamides, and 2??Cyano??2??(tetrahydrofuran??2??ylidene)??and 2??Cyano??2??(tetrahydropyran??2??ylidene) acetamides: Synthesis, structure, …

C Papageorgiou, K Akyel, X Borer…

Index: Papageorgiou; Akyel; Borer; Oberer; Rihs Helvetica Chimica Acta, 1998 , vol. 81, # 7 p. 1319 - 1328

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Citation Number: 7

Abstract

Abstract 3-Hydroxy-2-cyanoalk-2-enamides, and 2-cyano-2-(tetrahydrofuran-2-ylidene)-and 2-cyano-2-(tetrahydropyran-2-ylidene) acetamides with N-alkyl and N-aryl substituents have been synthesized in three steps from cyanoacetic acid. Their conformations were investigated by X-ray crystallography and 1 H-NMR ROESY spectroscopy at room temperature. The enolic compounds 1–3 adopt an extended conformation stabilized by a ...