The reaction of vinyl sulfones with iodine azide: Synthesis and thermal reactions of .BETA.-azidovinyl sulfones.

• 田村 恭光

• 春田 純一

• / 千 文宇

• 権 順度

• 池田 正澄

• IKEDA MASAZUMI

抄録

p-Toluenesulfonylethene reacted with iodine azide (IN₃) 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 IN₃ 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).

収録刊行物

• ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ

  ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ 26 (3), 784-789, 1978

  公益社団法人 日本薬学会

キーワード

• 1-azirine

詳細情報

• CRID: 1390282679147254272
• NII論文ID: 110003623046
• NII書誌ID: AA00602100
• DOI: 10.1248/cpb.26.784
• ISSN: 13475223
• ISSN: 00092363
• Web Site: http://www.jstage.jst.go.jp/article/cpb1958/26/3/26_3_784/_pdf
• Web Site: https://search.jamas.or.jp/link/ui/1979071762
• 本文言語コード: en
• データソース種別:
  • JaLC
  • Crossref
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可