多官能性合成素子を用いるインドール化合物の合成

• 阿部 匠

  北海道医療大学薬学部

書誌事項

タイトル別名

• Synthesis of Indole Compounds Using Multifunctional Synthons
• タカンノウセイ ゴウセイ ソシ オ モチイル インドール カゴウブツ ノ ゴウセイ

抄録

  This review describes a synthesis of indole compounds using multifunctional synthons. The multifunctional synthons, trienes and gramines, were respectively synthesized using Pd-catalyzed tandem cyclization/cross-coupling reaction of indolylborate with vinyl bromide, and reaction of indolylcuprate with iminium chloride. As an application of the multifunctional synthons to the indole alkaloids synthesis, we accomplished the total synthesis of ellipticine, 9-methoxyellipticine, 9-hydroxyellipticine, tetrahydroellipticine, μ-alkaloid B, μ-alkaloid D, calothrixin A, calothrixin B, tubifoline, and yuehchukene. We have also developed 6π-electrocyclization of hexatrienes catalyzed by Cu(I) trifluoromethanesulfonate toluene complexe, which is unprecedented.<br>

収録刊行物

• 薬学雑誌

  薬学雑誌 133 (1), 99-106, 2013-01-01

  公益社団法人 日本薬学会

キーワード

• multifunctional synthon
• cross-coupling
• indolylborate
• indolylcuprate
• 6π-electrocyclization
• indole alkaloid

詳細情報

• CRID: 1390001206127421568
• NII論文ID: 40019555794
• NII論文ID: 130003361876
• NII書誌ID: AN00284903
• DOI: 10.1248/yakushi.12-00233
• COI: 1:STN:280:DC%2BC3s3ntVentg%3D%3D
• ISSN: 13475231
• ISSN: 00316903
• NDL書誌ID: 024214921
• PubMed: 23292026
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I024214921
• Web Site: https://www.jstage.jst.go.jp/article/yakushi/133/1/133_12-00233/_pdf
• 本文言語コード: ja
• データソース種別:
  • JaLC
  • NDL
  • Crossref
  • PubMed
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可