Development of practical and innovative one-step synthesis of β-alkylpyrroles

2011 Fiscal Year Final Research Report

• Project/Area Number: 21750107
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Synthetic chemistry
• Research Institution: Meiji University
• Principal Investigator: TSUCHIMOTO Teruhisa 明治大学, 理工学部, 准教授 (80313716)
• Project Period (FY): 2009 – 2011
• Keywords: 選択的合成 / 反応

Research Abstract

One-step synthesis of β-alkylpyrroles has been successfully developed by treating carbonyl compounds and pyrroles with nucleophiles(hydrosilanes, an silyl cyanide, heteroarenes and an vinylarene) in the presence of an indium catalyst.

Research Products

• [Journal Article] Selective synthesis of β-alkylpyrroles (2011)
  • Author(s): Tsuchimoto, T.
  • Journal Title: Chem. Eur. J. Volume: 17 Pages: 4046-4075
• [Journal Article] Development of new catalytic reactions based on activation of hydrocarbon functional groups by Lewis acids (2011)
  • Author(s): Tsuchimoto, T.
  • Journal Title: J. Synth. Org. Chem., Jpn. Volume: 69 Pages: 889-903
• [Journal Article] Exclusive synthesis of υ-alkylpyrroles under indium catalysis : carbonyl compounds as sources of alkyl groups (2010)
  • Author(s): Tsuchimoto, T.; Igarashi, M.; Aoki, K.
  • Journal Title: Chem. Eur. J. Volume: 16 Pages: 8975-8979
• [Presentation] インジウム触媒によるβ-アルキルピロールの選択的合成:アルキル基供給源としてのカルボニル化合物の利用 (2011)
  • Author(s): 土本晃久・五十嵐基浩・青木一樹・小倉貴弘
  • Organizer: 第28回有機合成化学セミナー講演要旨集
  • Place of Presentation: 山形(滝の湯)
  • Year and Date: 20110831-0902
• [Presentation] インジウム触媒反応を利用したβ-ピロリル基を有するテトラアリールメタンの簡便合成 (2011)
  • Author(s): 土本晃久・小倉貴弘
  • Organizer: 日本化学会第91春季年会講演予稿集IV
  • Place of Presentation: 横浜(神奈川大学)
  • Year and Date: 20110300
• [Presentation] Selective Synthesis of β-Alkylpyrroles Under Indium Catalysis (2009)
  • Author(s): 青木一樹・土本晃久・五十嵐基浩
  • Organizer: 第56回有機金属化学討論会講演予稿集
  • Place of Presentation: 京都(同志社大学)
  • Year and Date: 20090900
• [Presentation] One-Step Synthesis of β-Alkylpyrroles Under Indium Catalysis (2009)
  • Author(s): Kazuki Aoki, Teruhisa Tsuchimoto, Taku Ainoya, Jun Shimotori, and Eiji Shirakawa
  • Organizer: OMCOS-15 Abstracts
  • Place of Presentation: Glasgow(Glasgow Royal Concert Hall)
  • Year and Date: 20090700
• [Remarks] 研究室ホームページURL
  • URL: http://www.isc.meiji.ac.jp/～tsuchi/
• [Patent(Industrial Property Rights)] β位がアルキル化されたピロール類の製造方法 (2010)
  • Inventor(s): 土本晃久
  • Industrial Property Rights Holder: 学校法人明治大学
  • Industrial Property Number: 特許、特願2010-052219
  • Filing Date: 2010-03-09