Synthesis of 1,3-Dioxin-4-ones and Their Use in Synthesis. XIII. : Synthesis of 5-Halo-1,3-dioxin-4-ones and Their Conversion to 5-Alkyl Derivatives

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概要

• 論文の詳細を見る

• A novel method for the introduction of an alkyl group at the 5-position of 1,3-dioxin-4-ones is described. Reaction of 5,6-unsubstituted 1,3-dioxin-4-ones with N-halosuccinimide in acetic acid followed by treatment with a base gave 5-bromo- and 5-iodo-1,3-dioxin-4-ones, which were converted to the corresponding 5-alkylated dioxinones either by palladium-catalyzed cross-coupling or by photochemical allylation reactions. Successful conversion of 5-ethyl-2,2-dimethyl-1,3-dioxin-4-one either to a 5-ethyl-1,3-oxazin-4-one derivative or an α-ethylformylacetate upon heating in xylene demonstrated that these 5-substituted 1,3-dioxin-4-ones can serve as chemical equivalents for substituted formylketenes.

• 公益社団法人日本薬学会の論文
• 1986-11-25

著者

• 佐藤 雅之

  静岡県立大学薬学部

• 金子 主税

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 金子 主税

  Pharmaceutical Institute Medical Faculty University Of Tokyo

• 佐藤 雅之

  Pharmaceutical Institute, Tohoku University

• 金子 主税

  Pharmaceutical Institute Tohoku University

• 米田 直樹

  Pharmaceutical Institute, Tohoku University

• 米田 直樹

  Pharmaceutical Institute Tohoku University

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