Synthesis of anti-HIV compounds by direct C-H bond trifluoromethylation

• Project/Area Number: 20890272
• Research Category: Grant-in-Aid for Young Scientists (Start-up)
• Allocation Type: Single-year Grants
• Research Field: Chemical pharmacy
• Research Institution: Tokushima Bunri University
• Principal Investigator: KOBAYASHI Yushuke Tokushima Bunri University, 香川薬学部, 助教 (90509275)
• Project Period (FY): 2008 – 2009
• Project Status: Completed (Fiscal Year 2009)
• Budget Amount: ¥3,120,000 (Direct Cost: ¥2,400,000、Indirect Cost: ¥720,000); Fiscal Year 2009: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000); Fiscal Year 2008: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
• Keywords: 抗ウイルス / C-H官能基化 / トリフルオロメチル / キノリノン / 抗HIV活性 / シアノ酢酸アニリド / グリコシトロン / パーフルオロアルキル

Research Abstract

We successfully synthesized trifluoroacetylated quinolinone derivatives by an intramolecular ortho C-H bond functionalization.

Research Products

• [Journal Article] Trifluoroacetylation-Induced Houben-Hoesch-Type Cyclization of Cyanoacetanilides (2010)
  • Author(s): 小林祐輔, 片桐幸輔、東屋功、原山尚
  • Journal Title: Increased Nucleophilicity of CN Groups The Journal of Organic Chemistry 75巻8号 Pages: 2741-2744
  • Peer Reviewed
• [Journal Article] Trifluoroacetylation-Induced Houben-Hoesch-Type Cyclization of Cyanoacetanilides : Increased Nucleophilicity of CN Groups (2010)
  • Author(s): Yusuke Kobayashi
  • Journal Title: The Journal of Organic Chemistry 75 Pages: 2741-2744
  • Peer Reviewed
• [Journal Article] Triflic anhydride-mediated tandem formylation/cyclization of cyanoacetanilides (2009)
  • Author(s): 小林祐輔, 原山尚
  • Journal Title: a concise synthesis of glycocitlone alkaloids Tetarahedron Letter 50巻48号 Pages: 6665-6667
  • Peer Reviewed
• [Journal Article] A Concise and Versatile Synthesis of Viridicatin Alkaloids from Cyanoacetanilides (2009)
  • Author(s): 小林祐輔, 原山尚
  • Journal Title: Organic Letters 11巻7号 Pages: 1603-1606
  • Peer Reviewed
• [Journal Article] Triflic anhydride-mediated tandem formylation/cyclization of cyanoacetanilides : a concise synthesis of glycocitlone alkaloids (2009)
  • Author(s): Yusuke Kobayashi
  • Journal Title: Tetrahedron Letters 50 Pages: 6665-6667
  • Peer Reviewed
• [Journal Article] A concise and versatile synthesis of viridicatin alkaloids from cyanoacetanilides (2009)
  • Author(s): Yusuke Kobayashi
  • Journal Title: Organic Letters 11 Pages: 1603-1606
  • Peer Reviewed
• [Presentation] シアノ酢酸アニリドのタンデム型ホルミル化-環化反応の開発 (2010)
  • Author(s): 小林祐輔, 原山尚
  • Organizer: 日本薬学会第130年会
  • Place of Presentation: 岡山
  • Year and Date: 2010-03-28
• [Presentation] 多様性を指向したViridicatin類の新規合成法の開発 (2009)
  • Author(s): 小林祐輔, 原山尚
  • Organizer: 第35回反応と合成の進歩シンポジウム
  • Place of Presentation: 金沢
  • Year and Date: 2009-11-16
• [Presentation] 多様性を指向した viridicatin 類の新規合成法の開発 (2009)
  • Author(s): 小林祐輔
  • Organizer: 第35回反応と合成の進歩シンポジウム
  • Place of Presentation: 金沢
  • Year and Date: 2009-11-16
• [Presentation] Viridicatin類の迅速合成法の開発 (2009)
  • Author(s): 小林祐輔, 原山尚
  • Organizer: 日本薬学会第129年会
  • Place of Presentation: 京都
  • Year and Date: 2009-03-28
• [Presentation] viridicatin類の迅速合成法の開発 (2009)
  • Author(s): 小林祐輔
  • Organizer: 日本薬学会第129年会
  • Place of Presentation: 京都
  • Year and Date: 2009-03-28
• [Remarks]
  • URL: http://kp.bunri-u.ac.jp/http://jglobal.jst.go.jp/public/20090422/200901000173630849