Ring-opening functionalizations of heterocycles to highly substituted compounds

• Project/Area Number: 22790025
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Chemical pharmacy
• Research Institution: Gifu Pharmaceutical University
• Principal Investigator: SAWAMA Yoshinari 岐阜薬科大学, 薬学部, 助教 (80552413)
• Project Period (FY): 2010 – 2011
• Project Status: Completed (Fiscal Year 2011)
• Budget Amount: ¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000); Fiscal Year 2011: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000); Fiscal Year 2010: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
• Keywords: 有機化学 / 触媒 / ヘテロ環 / 開環反応 / ライブラリー構築

Research Abstract

Ring-opening functionalizations of heterocycles are important and challenging to efficiently synthesize highly-substituted basic skeletones of functional materials. We have established C-C or C-N bond formations accompanying with ring-opening of tetra-or dihydrofurans, thermodynamically stable ring systems and the condensed-ring derivatives forming unstable cation intermediates to afford highly functionalized linear and cyclic products. The present methods are applicable to prepare the versatile bioactive and functional materials.

Research Products

• [Journal Article] Regioselective Gold-Catalyzed Allylative Ring Opening of 1, 4-Epoxy-1, 4-Dihydronaphthalenes (2011)
  • Author(s): 澤間善成、川本康一、佐竹弘行、ノルベルトクラウゼ、北泰行
  • Journal Title: Synlett Volume: 14 Pages: 2151-2155
  • Peer Reviewed
• [Journal Article] Regioselective Gold-Catalyzed Allylative Ring Opening of 1,4-Epoxy-1,4-Dihydronaphthalenes (2010)
  • Author(s): 澤間善成、川本康一、佐竹弘行、ノルベルトクラウゼ、北泰行
  • Journal Title: Synlett Volume: 14 Pages: 2151-2155
  • Peer Reviewed
• [Presentation] テトラヒドロフラン類の開環を伴ったアジド化 (2012)
  • Author(s): 澤間善成、柴田恭司郎、柳瀬考由、門口泰也、佐治木弘尚
  • Organizer: 日本薬学会第132年会
  • Place of Presentation: 札幌
  • Year and Date: 2012-03-29
• [Presentation] テトラヒドロフラン類の開環を伴ったアジト化 (2012)
  • Author(s): 澤間善成、柴田恭司郎、柳瀬考由、門口泰也、佐治木弘尚
  • Organizer: 日本薬学会第132年会
  • Place of Presentation: 札幌
  • Year and Date: 2012-03-29
• [Presentation] Acid-Catalyzed and Ring-Opening Functionalizations of 1, 4-Epoxy-1, 4-dihydronaphthalenes (2011)
  • Author(s): 澤間善成、緒方裕太、柳瀬考由、門口泰也、佐治木弘尚、ノルベルトクラウゼ、川本康一、佐竹弘行、北泰行
  • Organizer: The 2nd International Symposium on Process Chemistry
  • Place of Presentation: 京都
  • Year and Date: 2011-08-11
• [Presentation] Acid-Catalyzed and Ring-Opening Functionalizations of 1,4-Epoxy-1,4-dihydronaphthalenes (2011)
  • Author(s): 澤間善成、緒方裕太、柳瀬考由、門口泰也、佐治木弘尚、ノルベルト クラウゼ、川本康一、佐竹弘行、北泰行
  • Organizer: The 2nd International Symposium on Process Chemistry
  • Place of Presentation: 京都
  • Year and Date: 2011-08-11
• [Presentation] 環開裂反応を利用した1, 4-Epoxy-1, 4-Dihydronaphthalene類へのアジド基導入反応の開発 (2011)
  • Author(s): 澤間善成、緒方裕太、柳瀬考由、門口泰也、佐治木弘尚、川本康一、佐竹弘行、北泰行
  • Organizer: 日本薬学会第131年会
  • Place of Presentation: 静岡
  • Year and Date: 2011-03-31
• [Presentation] 金属塩を用いたベンジル位のアジド化反応 (2011)
  • Author(s): 澤間善成、田久保優人、澤間由香、門口泰也、佐治木弘尚、ノルベルトクラウゼ、北泰行
  • Organizer: 日本薬学会第131年会
  • Place of Presentation: 静岡
  • Year and Date: 2011-03-31
• [Presentation] 環開裂反応を利用した1,4-Epoxy-1,4-Dihydronaphthalene類へのアジド基導入反応の開発 (2011)
  • Author(s): 澤間善成、緒方裕太、柳瀬考由、門口泰也、佐治木弘尚、川本康一、佐竹弘行、北泰行
  • Organizer: 日本薬学会第131年会
  • Place of Presentation: 静岡
  • Year and Date: 2011-03-31