Syntheses of Decadiendiyndials and Tetradecatetraendiyndials and Intramolecular Cyclization of Former Dialdehydes

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概要

• 論文の詳細を見る

• Substituted 2,8-decadien-4,6-diyndials (I, II and III) were synthesized by the oxidative coupling of corresponding substituted pentenynals (VII and XIII) or acetal (XI). It was found that decadiendiyndials (I, II and III) give readily dihydrofuranylidene derivatives (X, XIV and XXV) by the addition of methanol followed by intramolecular cyclization. Thermal reaction of dialdehyde (I, II, and III) afforded difuranylacetylene derivatives (IX, XXI and XXII). 5-Phenyl-2,4-heptadien-6-ynal (XXXII) was prepared from 3-phenyl-2-penten-4-ynal (VIII) or its acetal (XI) by a modified Wittig reaction or by the condensation of ethyl vinyl ether. Oxidative Coupling of XXXII or 5-<I>t</I>-butyl-2,4-heptadien-6-ynal afforded 5,10-diphenyl-(XXIX) or 5,10-di-<I>t</I>-butyl-2,4,10,12-tetradecatetraen-6,8-diyndial (XXX) which showed no tendency for intramolecular cyclization.

• 公益社団法人 日本化学会の論文

著者

• Iyoda Masahiko

  Department Of Chemistry Faculty Of Science Tokyo Metropolitan University

• Nakagawa Masazumi

  Department of Chemistry Faculty of Science Osaka University

• Morimoto Mamoru

  Department of Chemistry Faculty of Science Osaka University

• Katakami Tsutomu

  Department of Chemistry, Faculty of Science, Osaka University

• Kashitani Takayoshi

  Department of Chemistry, Faculty of Science, Osaka University

• Tanaka Motomu

  Department of Chemistry, Faculty of Science, Osaka University

• Muneyuki Ryonosuke

  Department of Chemistry, Faculty of Science, Osaka University

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