ドミノ型ラジカル閉環反応の開発研究

• 宮部 豪人

  兵庫医療大学薬学部

• 吉岡 英斗

• 甲谷 繁

書誌事項

タイトル別名

• Research and Development of Domino Radical Cyclization Reactions
• ドミノガタ ラジカルヘイカン ハンノウ ノ カイハツ ケンキュウ

抄録

This article highlights our recent studies on radical chemistry using the domino reactions constructing the carbon-carbon and carbon-heteroatom bonds. Stereocontrol in domino radical addition-cyclization-trapping reactions was achieved by new approach, which contains hydroxamate ester moiety as a chiral Lewis acid-coordinating tether between two radical acceptors. The polarity-mismatched perfluoroalkyl radical addition was next studied. The domino reaction with perfluoroalkyl radicals proceeded via the unfavorable polarity-mismatched addition of electrophilic radicals to electron-deficient acceptors. The photo-induced domino reactions were also studied in aqueous media. The photocatalyst, Ru(bpy)₃Cl₂·6H₂O, has the potential to induce the carbon-carbon bond-forming reactions in aqueous media. In the presence of water, the photo-induced electron transfer (PIET) from the excited singlet state of rhodamine B smoothly proceeded and promoted domino reactions.

収録刊行物

• 有機合成化学協会誌

  有機合成化学協会誌 73 (9), 895-901, 2015

  公益社団法人 有機合成化学協会

キーワード

• radical reaction
• domino reaction
• chiral Lewis acid
• perfluoroalkyl radical
• photocatalyst
• aqueous media

詳細情報

• CRID: 1390282680318211200
• NII論文ID: 130005104060
• NII書誌ID: AN0024521X
• DOI: 10.5059/yukigoseikyokaishi.73.895
• ISSN: 18836526
• ISSN: 00379980
• NDL書誌ID: 026736853
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I026736853
• Web Site: https://www.jstage.jst.go.jp/article/yukigoseikyokaishi/73/9/73_895/_pdf
• 本文言語コード: ja
• データソース種別:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
  • KAKEN
• 抄録ライセンスフラグ: 使用不可