Substituent Effect on Claisen Rearrangement of 1-Substituted 2-Cinnamyloxybenzenes.

• OKADA Yutaka

  Department of Applied Chemistry, Faculty of Science and Engineering, Ritsumeikan University

• ADACHI Motoyuki

  Department of Applied Chemistry, Faculty of Science and Engineering, Ritsumeikan University

• HAYASHI Takatoshi

  Department of Applied Chemistry, Faculty of Science and Engineering, Ritsumeikan University

書誌事項

タイトル別名

• Substiment Effect on Claisen Rearrangement of 1 Substituted 2 Cinnamyloxybenzenes

抄録

Claisen rearrangement of 1-substituted 2-cinnamyloxybenzenes was carried out in decalin. For methyl-, acetyl- and methoxycarbonyl derivatives, the para-rearranged product was predominant. Reactions of nitro- and carboxyl derivatives were relatively fast and produced ortho-rearranged products. For other derivatives, intramolecular hydrogen bonds formed so that keto-enol tautomerism between the ortho-dienone intermediate and ortho-rearranged product proceeded smoothly.

収録刊行物

• Journal of Oleo Science

  Journal of Oleo Science 51 (5), 359-364, 2002

  公益社団法人 日本油化学会

キーワード

• Claisen rearrangement
• substituent effect
• cinnamyl group
• intramolecular hydrogen bond
• keto-enol tautomerism

詳細情報

• CRID: 1390001204093149568
• NII論文ID: 10008224369
• NII書誌ID: AA11503337
• DOI: 10.5650/jos.51.359
• COI: 1:CAS:528:DC%2BD38XjtlWku7k%3D
• ISSN: 13473352
• ISSN: 13458957
• NDL書誌ID: 6140844
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I6140844
• Web Site: https://www.jstage.jst.go.jp/article/jos/51/5/51_5_359/_pdf
• 本文言語コード: en
• データソース種別:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可