Reaction of 2,2,6-Trimethyl-1,3-dioxin-4-one with Isoquinolinium and Pyridinium Ylides

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概要

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• The reactions of diketene-acetone adduct (2,2,6-trimethyl-1,3-dioxin-4-one) (1) with heteroxyclic ylides were investigated. Heating of the adduct with isoquinolinium bis (ethoxycarbonyl) methylide (3a) gave ethyl 1-acetyl-2-hydroxypyrrolo [2,1-a] isoquinoline-3-carboxylate (6a). Under similar conditions, isoquinolinium cyano (ethoxycarbonyl)-methylide (3b) and phenacylide (3d) gave 1-acetyl-2-ethoxycarbonyloxypyrrolo [2,1-a]-isoquinoline-3-carbonitrile (7) and 1-acetyl-3-benzoyl-2-hydroxypyrrolo [2,1-a] isoquinoline (6d), respectively. Isoquinolinium dicyanomethylide (3e) reacted with the adduct in a different manner to give bis (6-methyl-4-oxo-4H-1,3-oxazin-2-yl) methylide (8). Pyridinium ylides similarly reacted with the adduct to give indolizines and oxazinylmethylides.

• 公益社団法人日本薬学会の論文
• 1982-12-25

著者

• 佐藤 雅之

  静岡県立大学薬学部

• 佐藤 雅之

  Pharmaceutical Institute, Tohoku University

• 加藤 鐵三

  Central Research Institute Mect Corporation

• 加藤 鐵三

  Pharmaceutical Institute. Tohoku University

• 鹿沼 徳雄

  Pharmaceutical Institute, Tohoku University

• 鹿沼 徳雄

  Pharmaceutical Institute Tohoku University

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