• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Synthetic Study of Heteroaromatic Amides as an Agricultural Drug...

Research Project

Project/Area Number 01850194
Research Category

Grant-in-Aid for Developmental Scientific Research (B).

Allocation TypeSingle-year Grants
Research Field Synthetic chemistry
Research InstitutionKYOTO UNIVERSITY

Principal Investigator

SUZUKI Hitomi  Kyoto University, Department of Chemistry, Professor, 理学部, 教授 (50025342)

Co-Investigator(Kenkyū-buntansha) KITAHARA Katsuhiko  Daikin Industries, LTD., No. 1 Research Department, Senior Research Associate, 主任研究員
UNO Hidemitsu  Ehime University, Department of Chemistry, Associate Professor, 助教授 (20168735)
Project Period (FY) 1989 – 1990
Project Status Completed (Fiscal Year 1990)
Budget Amount *help
¥3,100,000 (Direct Cost: ¥3,100,000)
Fiscal Year 1990: ¥800,000 (Direct Cost: ¥800,000)
Fiscal Year 1989: ¥2,300,000 (Direct Cost: ¥2,300,000)
KeywordsHerbicide / Heteroaromatic Amides / Perfluoroalkyl Group / Three-Component Condensation / Growth-Inhibiting Activity / 農薬 / 有機リチウム化合物 / 合成 / 有機ふつ素化合物 / 藻類 / ヘテロ環化合物
Research Abstract

A variety of heteroaromatic amides having a general formula [1] Have been synthesized and their herbicidal activities examined.
After extensive screening for paddy field herbicide, N-[alpha-(2-thienyl)-ethyl]-4-isopropylbenzamide [2] Was found to exhibit a high growth-inhibiting activity toward green and blue algae.
A concise and economical four-step route to amide [2] has been developed starting from cumene and thiophene. A key step involves the direct three-component condensation of 4-isopropylbenzamide, thiophene and paraaldehyde in the presence of formic acid/phosphoric acid.
A novel methodology for introducing perfluoroalkyl group directly into a variety of molecular frames has been developed and successfully employed to the synthesis of fluorine-containing heteroaromatic amides.

Report

(3 results)
  • 1990 Annual Research Report   Final Research Report Summary
  • 1989 Annual Research Report
  • Research Products

    (24 results)

All Other

All Publications (24 results)

  • [Publications] H.Uno: "Boron Trifluorideーassisted Reaction of Perfluoroalkyllithiums with Imines.A Novel Route to PerfluoroーAlkylated Amines" Chem.Lett.729-732 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] H.Uno: "Boron Thifluorideーassisted Alkylation of 2ーIsooxazolines.A Novel Route to NーUnsubstituted Isooxazolidines" CHem.Lett.1079-1082 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] H.Uno: "Boron Thifluoride Assisted ZieglerーZeiser Reaction of Perfluoroalkyllithium.An Efficient Synthesis of Perfluoroalkylated Heterocycles" Chem.Lett.1165-1168 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] H.Uno: "A Novel Route to 6ーPerfluoroalkyluracils" Synthesis. 381-382 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] H.Uno: "Preparation of Perfluoroalkyl Ketones by the Reaction of Perfluoroalkyllithiums with Esters" Bull.Chem.Soc.Jpn.62. 2636-2640 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] H.Uno: "A Convenient Synthesis of 4ー(Perfluoroalkyl)pyrimidines and 4ー(Perfluoroalkyl)tetrahydropyrimidines" Bull.Chem.Soc.Jpn.63. 293-295 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] H. Uno, Y. Shiraishi, K. Shimokawa, and H. Suzuki: "Boron Trifluoride Assisted Reaction of Perfluoroalkyllithiums with Imines. A Novel Route to Perfluoroalkylated Amines" Chem. Lett.729-732 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] H. Uno, T. Terakawa, and H. Suzuki: "Boron Trifluoride-Assisted Alkylation of 2-Isoxazolines. A Novel Route to N-Unsubstituted Isooxazolines" Chem. Lett.1079-1082 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] H. Uno, S. Okada, Y. Shiraishi, K. Shimokawa, and H. Suzuki: "Boron Trifluoride-Assisted Ziegler-Zeiser Reaction of Perfluoroalkyllithiums. An Efficient Synthesis of Perfluoroalkylated Heterocycles" Chem. Lett.1165-1168 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] H. Uno, T. Terakawa, and H. Suzuki: "A Novel Route to 6-Perfluoroalkyluracils" Synthesis. 381-382 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] H. Uno, Y. Shiraishi, and H. Suzuki: "Preparation of Perfluoroalkyl Ketones by the Reaction of Perfluoroalkyllithiums with Esters" Bull. Chem. Soc. Jpn.62. 2636-2642 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] H. Uno, Y. Matsushima, T. Tasaka, and H. Suzuki: "A Convenient Synthesis of 4-(Perfluoroalkyl)-pyrimidines and 4-(Perfluoroalkyl) tetrahydropyrimidines" Bull. Chem. Soc. Jpn.63. 293-295 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] H.Uno.Okada,H.Suzuki: "A Novel Method for the Synthesis of田4ーHydrowyquinolines" Journal of Heterocyclic Chemistry. (1991)

    • Related Report
      1990 Annual Research Report
  • [Publications] H.Uno,T.Terakawa,H.Suzuki: "A Novel Route to 6ーPerfluoroalkyluracils" Synthesis. 381-382 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] H.Uno,T.Terakawa,H.Suzuki: "Boron TrifluorideーAssisted Alkylation of 2ーIsooxazolines.A Novel Route to NーUnsubstituted Isooxazolines" Chemistry Letters. 1079-1082 (1989)

    • Related Report
      1990 Annual Research Report
  • [Publications] H.Uno,Y.Matsushima,T.Tasaka,H.Suzuki: "A Convenient Synthesis of 4ー(Perfluoroalkyl)Pyrimidines and 4ー(Perfluoroalkyl)tetrahydropyrimidine" Bulletin of the Chemical Society of Japan. 63. 293-295 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] H.Uno,Y.Shiraishi,H.Suzuki: "Preparation of Perfluoroalkyl Ketones by the Reaction of Perfluoroalkyllithiums with Esters" Bulletin of the Chemical Society of Japan. 62. 2636-2642 (1989)

    • Related Report
      1990 Annual Research Report
  • [Publications] H.Uno,F.Semba,T.Tasaka,H.Suzuki: "A Novel Generation and Behabior of Alkylfluorocarbenoids from α,αーChlorofluoroalkyl Sulfoxides" Chemistry Letters. 309-312 (1989)

    • Related Report
      1990 Annual Research Report
  • [Publications] H.Suzuki: "Perfluoroalkyl-thwarted Rearrangement of Quinol Esters.Formation of Catechol Derivatives via 1,3-Migration of Acyloxyl Group" Chem.Lett.127-130 (1988)

    • Related Report
      1989 Annual Research Report
  • [Publications] H.Uno: "Boron Trifluoride-assisted Reaction of Perfluoroalkyllithiums with Imines.A Novel Route to Perfluoroalkylated Amines" Chem.Lett.729-732 (1988)

    • Related Report
      1989 Annual Research Report
  • [Publications] H.Uno: "Boron Trifluoride-Assisted ZieglerーZeiser Reaction of Perfluoroalkyllithiums with Imines.An Efficient Synthesis of Perfluoroalkylated Heterocycles" Chem.Lett.1165-1168 (1988)

    • Related Report
      1989 Annual Research Report
  • [Publications] H.Uno: "Boron Trifluoride-assisted Alkylation of 2-Isooxazolines.A Novel Route to N-Unsubstituted Isooxazolidines" Chem.Lett.1079-1082 (1989)

    • Related Report
      1989 Annual Research Report
  • [Publications] H.Uno: "A Novel Route to 6-Perfluoroalkyluracils" Synthesis. 381-382 (1989)

    • Related Report
      1989 Annual Research Report
  • [Publications] H.Uno: "Preparation of Perfluoroalkyl Ketones by the Reaction of Perfluoroalkyllithiums with Esters" Bull.Chem.Soc.Jpn.62. 2636-2640 (1989)

    • Related Report
      1989 Annual Research Report

URL: 

Published: 1989-04-01   Modified: 2016-04-21  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi