The Reaction of Vinyl Sulfones with Iodine Azide : Synthesis and Thermal Reactions of β-Azidovinyl Sulfones

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概要

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• p-Toluenesulfonylethene reacted with iodine azide (IN_3) to give 2-azido-1-iodo-1-p-toluenesulfonylethane which was treated with 1,4-diazabicyclo [2. 2. 2] octane (Dabco) to afford trans-2-azido-1-p-toluenesulfonylethene (3a). Similarly benzenesulfonylethene was converted to trans-2-azido-1-benzenesulfonylethene (3b). cis-and trans-2-Benzenesulfonyl-styrenes also reacted with IN_3 to give threo-(10) and erythro-2-azido-1-iodo-2-phenyl-1-benzenesulfonylethanes (6), respectively. Treatment of 10 with Dabco gave α-azido-β-benzenesulfonylstyrene (11), whereas 6 yielded β-iodo-β-benzenesulfonylstyrene (7). Heating 3 in ethanol at 50°produced dimeric compounds 13. Refluxing 11 in methanol or irradiation of 11 in a Pyrex tube gave 3-benzenesulfonyl-2-phenyl-1-azirine (14).

• 社団法人日本薬学会の論文
• 1978-03-25

著者

• 田村 恭光

  Faculty Of Pharmaceutical Sciences Osaka University

• 春田 純一

  Faculty Of Pharmaceutical Sciences Osaka University

• BAYOMI SAIDMOHAMAD

  Faculty of Pharmaceutical Sciences, Osaka University

• 千 文宇

  Faculty of Pharmaceutical Sciences, Osaka University

• 権 順度

  Faculty of Pharmaceutical Sciences, Osaka University

• 池田 正澄

  Faculty of Pharmaceutical Sciences, Osaka University

• 権 順度

  Faculty Of Pharmaceutical Sciences Osaka University

• 池田 正澄

  Kyoto Pharmaceutical University

• 千 文宇

  Faculty Of Pharmaceutical Sciences Osaka University

• Bayomi Saidmohamad

  Faculty Of Pharmaceutical Sciences Osaka University

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