連続反応を基盤とした含窒素複素環の新規構築法の開発

• 杉本 健士

  富山大学大学院医学薬学研究部（薬学）

書誌事項

タイトル別名

• Development of Novel Preparations for Nitrogen Heterocycles Based on Cascade Reactions
• Review for award 連続反応を基盤とした含窒素複素環の新規構築法の開発
• Review for award レンゾク ハンノウ オ キバン ト シタ ガン チッソフクソカン ノ シンキ コウチクホウ ノ カイハツ

抄録

　Nitrogen heterocycles are important skeletons in biologically active compounds such as medicines and natural alkaloids. However, in terms of the efficiency of the synthetic process, the many synthetic steps required to achieve the target compounds with complex architectures pose a significant problem. To overcome this challenge, novel approaches were developed to afford biologically active heterocycles, 1,2-diazepines, pyrroloisoquinolines, and pyrrolizidines utilizing cascade reactions that enable multiple bond formation in a one-pot process. This review discusses three one-pot reactions: 1) 1,2-diazepine synthesis from cyclobutenones and lithiodiazoesters via cascade 4π-8π electrocyclization; 2) synthesis of pyrroloisoquinolines from alkynylimino esters triggered by gold-catalyzed azomethine ylide formation; and 3) pyrrolizidine synthesis via three-component coupling reactions of iminoesters, acetylenes, and maleimides through the gold-catalyzed azomethine ylide generation/[3+2]-cycloaddition/enamine cyclization reaction.<br>

収録刊行物

• 薬学雑誌

  薬学雑誌 138 (9), 1151-1161, 2018-09-01

  公益社団法人 日本薬学会

キーワード

• cascade reaction
• electrocyclization
• gold catalysis
• azomethine ylide

詳細情報

• CRID: 1390001288069136256
• NII論文ID: 130007474945
• NII書誌ID: AN00284903
• DOI: 10.1248/yakushi.18-00122
• ISSN: 13475231
• ISSN: 00316903
• NDL書誌ID: 029249916
• PubMed: 30175759
• Web Site: http://id.ndl.go.jp/bib/029249916
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I029249916
• Web Site: https://www.jstage.jst.go.jp/article/yakushi/138/9/138_18-00122/_pdf
• Web Site: https://search.jamas.or.jp/link/ui/2019133224
• 本文言語コード: ja
• データソース種別:
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  • NDL
  • Crossref
  • PubMed
  • CiNii Articles
  • KAKEN
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