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Synthetic Use of Poly[styrene(iodoso diacetate)]for Organic Reactions

Research Project

Project/Area Number 08554031
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section展開研究
Research Field 物質変換
Research InstitutionChiba University

Principal Investigator

TOGO Hideo  Chiba University, Department of Chemistry, Faculty of Science, Associate Professor, 理学部, 助教授 (60217461)

Co-Investigator(Kenkyū-buntansha) AMAYA Naoyuki  Nippon Oil & Fat Co., Peroxide Research Lab., Reaearch Group Head, 化成品研究所, 研究員(課長)
Project Period (FY) 1996 – 1998
Project Status Completed (Fiscal Year 1998)
Budget Amount *help
¥4,000,000 (Direct Cost: ¥4,000,000)
Fiscal Year 1998: ¥1,000,000 (Direct Cost: ¥1,000,000)
Fiscal Year 1997: ¥1,000,000 (Direct Cost: ¥1,000,000)
Fiscal Year 1996: ¥2,000,000 (Direct Cost: ¥2,000,000)
KeywordsPolymer-supported hypervalent Iodine Compounds / Regeneration and Reuse / Poly(iodostyrene) / Poly[styrene(iodoso diacetate)] / Halogenation / 1,2-Aryl Migration / Sulfoxides / Oxidation / ポリスチレン鎖 / 環境適応型物質変換試剤 / 高分子鎖三配位ヨウ素化合物 / 高分子型物質変換試剤 / 芳香環のヨウ素化 / 1、2-アリール転位 / 機能性高分子
Research Abstract

Preparation and synthetic use of poly[styrene(iodoso diacetate)] have been established. Thus, poly[styrene(iodoso diacetate)] is sufficiently reactive for the iodination of aromatics, oxidative 1,2-aryl migration of alkyl aryl ketones, alpha-hydroxylation of ketones, and oxidations of hydroquinones and sulfides as (diacetoxyiodo)benzene does. Here, the reactions with poly[styrene(iodoso diacetate)] is very useful for these organic reactions, because of the simple operation, thus the filtration gives the products and poly(iodostyrene), and poly[styrene(iodoso diacetate)] can be regenerated by the oxidation of recovered poly(iodostyrene) and reused.

Report

(4 results)
  • 1998 Annual Research Report   Final Research Report Summary
  • 1997 Annual Research Report
  • 1996 Annual Research Report
  • Research Products

    (39 results)

All Other

All Publications (39 results)

  • [Publications] H.Togo, T.Muraki, Y.Hoshina, K.Yamaguchi: "Formation and Synthetic Use of Oxygen-Centered Radicals with (Diacetoxyiode) arenes" Journal of Chemical Society, Perkin Trans.1. 787-793 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Togo, M.Katohgi, and M.Yokoyama,: "Direct Preparation of Saccharin Skeleton from N-Methyl o-Methylarenesulfonamides with (Diacetoxyiode) arenes," Synlett. 131-132 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] T.Muraki, H.Togo, and M.Yokoyama,: "Synthetic Use of 1-(p-Toluenesulfonyloxy)-1,2-benziodoxol-3(1H)-one : Iodination of Aromatic Rings," Synlett. 286-288 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Togo, G.Nogami, and M.Yokoyama,: "Synthetic Application of Poly [styrene (iodoso diacetate) ]" Synlett. 534-536 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Togo, Y.Hoshina, T.Muraki, H.Nakayama: "Study on Radical Amidation onto Aromatic Rings with (Diacetoxyiodo)-arenes" Jornal of Organic Chemistry. 63. 5193-5200 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] T.Muraki, H.Togo, and M.Yokoyama,: "Reactivity and Synthetic Utility of 1-(Arenesulfonyloxy) benziodoxolones" Journal of Organic Chemistry. 印刷中.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Togo, Ed.by S.Murahashi(編集): "″Reactive Organometallics″" 講談社, 4 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Takahito Muraki, Hideo Togo, and Masakata Yokoyama: "Remote Functionalization : Cyclic Alkoxylation onto Aromatic Rings via Radical Pathway" Tetrahedron Letters. 37. 2441-2444 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Hideo Togo, Yoichiro Hoshina, and Masataka Yokoyama: "Cyclic Amination onto Aromatic Ring of Sulfonamides with(Diacetoxyiodo)arenes : Effect of Sulfonyl Group" Tetrahedron Letters. 37. 6129-6132 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Hideo Togo, Takahito Muraki, Yoichiro Hoshina, Kentaro Yamaguchi, and Masataka Yokoyama: "Formation and Synthetic Use of Oxygen-Centered Radicals with (Diacetoxyiodo)arenes" Journal of Chemical Society, Perkin Trans.1. 787-793 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Wei.He, Hideo Togo, and Masataka Yokoyama: "Strategic Approach to C-Nucleosides via Sugar Anomeric Radical, Cation, and Anion with Sugar Tellurides" Tetrahedron Letters. 38. 5541-5544 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Osamu Yamazaki, Hideo Togo, Genki Nogami, and Masataka Yokoyama: "Novel Water-Soluble Organosilane Compounds as a Radical Reducing Agent in Aqueous Media" Bulletin of the Chemical Society of Japan. 70. 2519-2523 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Wei He, Hideo Togo, Hiroyuki Ogawa, and Masataka Yokoyama: "Studies on the Formation of Alkyl Radicals from Alkyl Aryl Tellurides and Their Application to the Synthesis of Carbocyclic C-Nucleoside Analogs" Heteroatom Chemistry. 8. 411-419 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Hideo Togo, Masashi Katohgi, and Masataka Yokoyama: "Direct Preparation of Saccharin Skeleton from N-Methylo-Methylarenesulfonamides with(Diacetoxyiodo)arenes" Synlett. 131-132. (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Takahito Muraki, Hideo Togo, and Masataka Yokoyama: "Synthetic Use of 1-(p-Toluenesulfonyloxy)-1,2-benziodoxol-3(1H)-one : Iodination of Aromatic Rings" Synlett. 286-288 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Osamu Yamazaki, Hideo Togo, Sou Matsubayashi, and Masataka Yokoyama: "1,1,2,2-Tetraphenyldisilane as a Diversified Radical Reagent" Tetrahedron Letters. 39. 1921-1924

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Hideo Togo, Genki Nogami, and Masataka Yokoyama: "Synthetic Application of Poly[styrene(iodoso diacetate)]" Synlett. 534-536 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Hideo Togo, Yoichiro Hoshina, Takahito Muraki, Hiroyuki Nakayama, and Masataka Yokoyama: "Study on radical Amidation onto Aromatic Rings with(Diacetoxyiodo)arenes" Journal of Organic Chemistry. 63. 5193-5200 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Osamu Yamazaki, Hideo Togo, Sou Matsubayashi, and Masataka Yokoyama: "Tetraaryldisilanes as a Novel Strategic Radical Reagent" Tetrahedron. (in press).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Hideo Togo, Yoichiro Hoshina, Genki Nogami, and Masataka Yokoyama: "Radical Reactions with Trivalent Iodine Compounds" Yuki Gosei Kagaku Kyokaishi. 55. 90-98 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Hideo Togo, Wei He, Yuji Waki, and Masataka Yokoyama: "C-Glycosidation Technology with Free Radical Reactions" Synlett. 700-717 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Togo,W.He,Y.Waki,M.Yokoyama: "C-Glycosidation Technology with Free Radical Reactions" Synlett. 700-717 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] H.Togo,Y.Hoshina,T.Muraki,H.Nakayama: "Study on Radical Amidation onto Aromatic Rings with (Diacyloxyiodo)arenes" Journal of Organic Chemistry. 63. 5193-5200 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] O.Yamazaki,H.Togo,and S.Matsubayashi: "1,1,2,2,-Tetraphenyldisilane as a Diversified Radical Reagent" Tetrahedron Letters. 39. 1921-1924 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] H.Togo,G.Nogami,and M.Yokoyama: "Synthetic Application of Poly[strrene(iodoso diacetate)]" Synlett. 534-536 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] H.Togo,M.Katohgi,and M.Yokoyama: "Direct Preparation of Saccharin Skeletons from N-Methyl(o-methyl)arenesulfonamides with (Diacetoxyiodo)arenes" Synlett. 131-132 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] T.Muraki,H.Togo,and M.Yokoyama: "Synthetic Use of 1-(p-Toluenesulfonyloxy)-1,2-benziodoxol-3(1H)-one:Iodination of Aromatic Rings" Synlett. 286-288 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] O.Yamazaki, H.Togo, G.Nogami, and M,Tokoyama: "Novel Water-Soluble Organosilane Compounds as a Radical Reducing Agent in Aqueous Media" Bulletin of the Chemical Society of Japan. 70. 2519-2523 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] W.He, H.Togo, and M.Yokoyama: "Strategic Approach to C-Nucleosides via Sugar Anomeric Radical, Cation, and Anion with Sugar Tellurides" Tetrahedron Letters. 38. 5541-5544 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] W.He, H.Togo, H.Ogawa, and M.Yokoyama: "Studies on the Formation of Alkyl Radicals from Alkyl Aryl Tellurides and Their Application to the Synthesis of Carbocyclic C-Nucleoside Analogs" Heteroatom Chemistry. 8. (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] T.Muraki, H.Togo, and M.Yokoyama: "Hypervalent Iodine Compounds as Free Radical Precursors" Reviews on Heteroatom Chemistry. 17. 213-243 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] O.Yamazaki, H.Togo, and S.Matsubayashi: "1, 1, 2, 2-tetraphenyldisilane as a Diversified Radical Reagent" Tetrahedron Letters. 39(in press). (1998)

    • Related Report
      1997 Annual Research Report
  • [Publications] H.Togo, T.Katohgi, and M,Yokoyama: "Direct Preparation of Saccharin Skeletons from N-Methyl(o-methyl)arenesulfonamides with (Diacetoxyiodo)arenes" Synlett. 131-132 (1998)

    • Related Report
      1997 Annual Research Report
  • [Publications] T.Muraki,H.Togo,and M.Yokoyama: "Remote Functionalization : Cyclic Alkoxylation onto Aromatic Ring via Radical Pathway" Tetrahedron Letters. 37. 2441-2444 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] H.Togo,Y.Hoshina,and M.Yokoyama: "Cyclic Amination onto Aromatic Ring of Sulfonamides with (Diacetoxyiodo) arenes : Effect of Sulfonyl Group" Tetrahedron Letters. 37. 6129-6132 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] W.He,H.Togo,H.Ogawa,and M.Yokoyama: "Studies on the Formation of Alkyl Radicals from Alkyl Aryl Tellurides and Their Application to the Synthesis of Carbocyclic C-Nucleoside Analogues" Heteroatom Chemistry. 8(in press). (1997)

    • Related Report
      1996 Annual Research Report
  • [Publications] H.Togo,T.Muraki,Y.Hoshina,and M.Yokoyama: "Formation and Synthetic Use of Oxygen-centered Radicals with (Diacetoxyiodo) arenes" Journal of the Chemical Society,Perkin 1. (in press). (1997)

    • Related Report
      1996 Annual Research Report
  • [Publications] M.Yokoyama,N.Kobayashi,M.Kubo,and H.Togo: "Novel Degradation of Sugar Skeleton by Diazidation" Bulletin of the Chemical Society of Japan. 69. 2989-2992 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] 東郷秀雄、星名洋一郎、野上玄器、横山正孝: "三配位ヨウ素化合物の特性を活かした有機ラジカル反応" 有機合成化学協会誌. 55. 90-98 (1997)

    • Related Report
      1996 Annual Research Report

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Published: 1996-04-01   Modified: 2016-04-21  

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