Development of new strategies for the synthesis of nitrogen heterocycles and its application to the search for γ-secretase inhibitors

• Project/Area Number: 19710177
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Living organism molecular science
• Research Institution: Tohoku University
• Principal Investigator: FUWA Haruhiko Tohoku University, 大学院生命科学研究科, 助教 (90359638)
• Project Period (FY): 2007 – 2008
• Project Status: Completed (Fiscal Year 2008)
• Budget Amount: ¥2,810,000 (Direct Cost: ¥2,600,000、Indirect Cost: ¥210,000); Fiscal Year 2008: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000); Fiscal Year 2007: ¥1,900,000 (Direct Cost: ¥1,900,000)
• Keywords: インドール / アレナミド / 分子内環化 / パラジウム / 連続型反応 / 合成方法論

Research Abstract

本研究では、パラジウム触媒を用いた分子内環化反応を基盤とする効率的なインドールおよびインドリン化合物の構築法の開発に成功した。さらに、合成化合物ライブラリーのスクリーニングによる新規γセクレターゼ阻害剤・調節剤の探索を行った。

Research Products

• [Journal Article] Synthesis of 2-Substituted Indoles and Indolines via Suzuki-Miyaura Coupling/5-endo-trig Cyclization Strategies (2009)
  • Author(s): H. Fuwa and M. Sasaki
  • Journal Title: J. Org. Chem 74 Pages: 212-221
  • Peer Reviewed
• [Journal Article] Synthesis of 2-Substituted Indoles and Indolines via Suzuki-Miyaura Counling/5-endo-triE Cvclization Strategies (2009)
  • Author(s): H. Fuwa, M. Sasaki
  • Journal Title: The Journal of Organic Chemistry 74 Pages: 212-221
  • Peer Reviewed
• [Journal Article] A New Method for the Generation of Indole-2,3-quinodimethanes from Allenamides (2008)
  • Author(s): H. Fuwa, T. Tako, M. Ebine, and M. Sasaki
  • Journal Title: Chem. Lett 37 Pages: 904-905
  • NAID: 10024281926
  • Peer Reviewed
• [Journal Article] A New Method for the Generation of Indole-2, 3-quinodimethanes from Allenamides (2008)
  • Author(s): H. Fuwa, T. Tako, M. Ebine, M. Sasaki
  • Journal Title: Chemistry Letters 37 Pages: 904-905
  • NAID: 10024281926
  • Peer Reviewed
• [Journal Article] Strategies for the Synthesis of 2-Substituted Indoles and Indolines Starting from a-Phosphoryloxy Enecarbamates (2007)
  • Author(s): H. Fuwa and M. Sasaki
  • Journal Title: Org. Lett 9 Pages: 3347-3350
  • Peer Reviewed
• [Journal Article] A Strategy for the Synthesis of 2,3-Disubstituted Indoles Starting from N-(o-Halophenyl)allenamides (2007)
  • Author(s): H. Fuwa and M. Sasaki
  • Journal Title: Org. Biomol. Chem 5 Pages: 2214-2218
  • Peer Reviewed
• [Journal Article] A new method for the generation of indole-2,3-quinodimethanes and 2-(N-alkoxycarbonylamino)-1,3-dienes. Intramolecular Heck/Diels-Alder cycloaddition cascade starting from acyclic α-phosphono enecarbamates (2007)
  • Author(s): H. Fuwa and M. Sasaki
  • Journal Title: Chem. Commun Pages: 2876-2878
  • Peer Reviewed
• [Journal Article] A strategy for the synthesis of 2,3-disubstituted indoles starting from N-(o-halophenyl)allenamides (2007)
  • Author(s): H.Fuwa and M. Sasaki
  • Journal Title: Org. Biomol. Chem. 5 Pages: 2214-2218
  • Peer Reviewed
• [Journal Article] Strategies for the synthesis of 2-substituted indoles and indolines starting from acyclic α-phosphoryloxy enecarbamates (2007)
  • Author(s): H. Fuwa and M. Sasaki
  • Journal Title: Org. Lett. 9 Pages: 3347-3350
  • Peer Reviewed
• [Journal Article] An efficient method for the synthesis of enol ethers and enecarbamates. Total syntheses of isoindolobenzazepine alkaloids, lennoxamine and chilenine. (2007)
  • Author(s): H. Fuwa and M. Sasaki
  • Journal Title: Org. Biomol. Chem. 5 Pages: 1849-1853
  • Peer Reviewed
• [Presentation] スピロアセタールの効率的構築法の開発: アテノールの全合成 (2008)
  • Author(s): 不破春彦、佐々木誠
  • Organizer: 日本化学会第88年会
  • Place of Presentation: 立教大学(池袋)
  • Year and Date: 2008-03-30