New Methods and Reagents in Organic Synthesis. 19. Synthesis and Rearrangement of α-Acylsulfonyldiazomethanes (α-Diazo-β-ketosulfones)

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概要

• 論文の詳細を見る

• Sulfonyldiazomethanes (1), as stable and safe substitutes for hazardous diazomethane, have been conveniently acylated with acyl chlorides in the presence of triethylamine in acetonitrile to give α-acylsulfonyldiazomethanes (α-diazo-β-ketosulfones, 3) in good yields. Investigation of their thermal behavior in the presence of benzyl alcohol has revealed that Wolff rearrangement occurs to give α-sulfonylacetates (4). The overall process may provide a new, safe method for the Arndt-Eistert synthesis of α-sulfonylacetates (4) from carboxylic acid chlorides.

• 公益社団法人日本薬学会の論文
• 1982-02-25

著者

• 塩入 孝之

  Faculty of Pharmaceutical Sciences, Nagoya City University

• 塩入 孝之

  名城大学薬学部

• 塩入 孝之

  Faculty Of Pharmaceutical Sciences Nagoya City University

• 青山 豊彦

  Faculty of Pharmaceutical Sciences, Nagoya City University

• 青山 豊彦

  名古屋市立大学大学院薬学研究科

• 郭 英徹

  Faculty Of Pharmaceutical Sciences Nagoya City University

• 青山 豊彦

  Faculty Of Pharmaceutical Sciences Nagoya City University

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