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2013 Fiscal Year Final Research Report

Preparation of chalcogen-containing heterocycles using isoselenocyanates and their relatives

Research Project

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Project/Area Number 23590023
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Chemical pharmacy
Research InstitutionHokuriku University

Principal Investigator

SASHIDA Haruki  北陸大学, 薬学部, 教授 (70102746)

Co-Investigator(Kenkyū-buntansha) KANAME Mamoru  北陸大学, 薬学部, 講師 (70224582)
Co-Investigator(Renkei-kenkyūsha) MINOURA Mao  立教大学, 理学部, 教授 (30274046)
Project Period (FY) 2011 – 2013
Keywordsヘテロ環化学 / イソセレノシアナート / 三重結合 / 求核剤 / ジカルコゲニド
Research Abstract

(1) The cycloaddion of several nucleophiles having a triple bond or an appropriative leaving group with the isoselenocyanates and the relatives was examined. (2) The cycloaddion of the isoselenocyanates having a triple bond (or a leaving group) with some nucleophiles was also carried out. The novel heterocycles containing a chalcogen element (Se, S, Te) were effectively obtained by these two original methods. The application and functionalities (structure and reactivity) were studied. Furthermore, the iodocyclization of these substrates and the nucleophiles was focused to give more functionalized products. The novel iodocyclization of the dichalcogenides was also found to prepare the heterocycles containing a chalcogen element.

  • Research Products

    (32 results)

All 2014 2013 2012 2011 Other

All Journal Article (11 results) (of which Peer Reviewed: 11 results) Presentation (20 results) Remarks (1 results)

  • [Journal Article] セレンおよびテルル原子を含む複素環合成研究について(2)含セレン,テルル複素環の骨格変換および反応性2013

    • Author(s)
      指田春喜
    • Journal Title

      北陸大学紀要

      Volume: 37 Pages: 1-15

    • Peer Reviewed
  • [Journal Article] Studies on Chalcogen-Containing Heterocycles. Part. 38. Regio- and stereoselective tandem addition-iodocyclization of 2-ethynylphenyl isothiocyanates with N- and O-nucleophiles affording 4-(1-iodoalkylidene)benzo[d][1,3]thiazi nes2013

    • Author(s)
      Haruki Sashida, Mamoru Kaname, Mao Minoura
    • Journal Title

      Tetrahedron

      Volume: 69 Pages: 6478-6487

    • Peer Reviewed
  • [Journal Article] Ruthenium tetroxide oxidation of N-acyl amines : Basic studies and applications for synthesis of optically active compounds2013

    • Author(s)
      Haruki Sashida, Shigeyuki Yoshifuji
    • Journal Title

      Trends in Heterocyclic Chemistry

      Volume: 16 Pages: 1-17

    • Peer Reviewed
  • [Journal Article] セレンおよびテルル原子を含む複素環合成研究について(1)三重結合への付加・環化反応の利用2012

    • Author(s)
      指田春喜
    • Journal Title

      北陸大学紀要

      Volume: 36 Pages: 1-15

    • Peer Reviewed
  • [Journal Article] Studies on chalcogen-containing heterocycles. Part. 37. m-CPBA oxidation of isoselenochromones and isotellurochromones2012

    • Author(s)
      Haruki Sashida, Mamoru Kaname, Kazuo Ohyanagi, Mao Minoura
    • Journal Title

      Tetrahedron

      Volume: 68 Pages: 10502-10509

    • Peer Reviewed
  • [Journal Article] Tandem addition-cyclization of o-ethynylphenyl isothiocyanates with N nucleophiles : difference of cyclization mode between primary and secondary amines2012

    • Author(s)
      Mamoru Kaname, Haruki Sashida
    • Journal Title

      Tetrahedron Lett

      Volume: 53 Pages: 748-751

    • Peer Reviewed
  • [Journal Article] Rapid one-pot versatile preparation of 2-aminobenzothiazoles by highly efficient copper(I)-catalyzed inorganic-free intramolecular cyclization2012

    • Author(s)
      Haruki Sashida, Mamoru Kaname
    • Journal Title

      Heterocycles

      Volume: 84 Pages: 669-682

    • Peer Reviewed
  • [Journal Article] N-アシルアミン類および関連化合物の四酸化ルテニウム酸化2011

    • Author(s)
      要衛,吉藤茂行,指田春喜
    • Journal Title

      有機合成化学協会誌

      Volume: 69 Pages: 1109-1121

    • Peer Reviewed
  • [Journal Article] PREPARATIONS OF SELENIUM-CONTAINING HETEROCYCLES BASED ON AN INTRAMOLECULAR CYCLIZATION OF SELENOLS AND RELAIVES2011

    • Author(s)
      Haruki Sashida
    • Journal Title

      Heterocycles

      Volume: 83 Pages: 2223-2254

    • Peer Reviewed
  • [Journal Article] Tandem addition-cyclization of o-ethynylphenyllithiums and isoselenocyanates : a convenient preparation of functionalized benzo[c]selenophenes2011

    • Author(s)
      Mamoru Kaname, Haruki Sashida
    • Journal Title

      Tetrahedron Lett

      Volume: 52 Pages: 3279-3282

    • Peer Reviewed
  • [Journal Article] One-pot copper-catalyzed tandem addition-cyclization of o-iodoanilines with isoselenocyanates for the practical preparation of 2-aminobenzoselenazoles2011

    • Author(s)
      Mamoru Kaname, Mao Minoura, Haruki Sashida
    • Journal Title

      Tetrahedron Lett

      Volume: 52 Pages: 505-508

    • Peer Reviewed
  • [Presentation] 1,2-ビス(o-エチニルベンジル)ジセレニド類のヨウ素環化反応2014

    • Author(s)
      要衛,榎本尚哉,指田春喜
    • Organizer
      日本薬学会134年会
    • Place of Presentation
      熊本
    • Year and Date
      20140328-30
  • [Presentation] 1,2-ビス(2-エチニルフェニル)ジセレニド類のヨウ素環化反応2013

    • Author(s)
      小林翔,箕浦真生,要衛,指田春喜
    • Organizer
      第40回典型元素化学討論会
    • Place of Presentation
      東大阪
    • Year and Date
      20131205-07
  • [Presentation] 1,2-ビス(2-エチニルフェニル)ジスルフィド類のヨウ素環化反応2013

    • Author(s)
      要衛,指田春喜
    • Organizer
      第39回反応と合成の進歩シンポジウム
    • Place of Presentation
      福岡
    • Year and Date
      20131105-06
  • [Presentation] 1,2-ビス(2-エチニルフェニル)ジテルリド類のヨウ素環化反応2013

    • Author(s)
      要衛,指田春喜
    • Organizer
      第43回複素環化学討論会
    • Place of Presentation
      岐阜
    • Year and Date
      20131017-19
  • [Presentation] m-CPBA oxidation of isotellurochromenes and isoselenochromenes2013

    • Author(s)
      Haruki SASHIDA, Mamoru KANAME, Kazuo OHYANAGI, Mao MINOURA
    • Organizer
      12^<th> International Conference on the Chemistry of Selenium and Tellurium
    • Place of Presentation
      Cardiff, Wales, UK
    • Year and Date
      20130722-26
  • [Presentation] o-エチニルフェニルイソセレノシアナートと窒素求核剤との付加・環化反応を利用する複素環合成2013

    • Author(s)
      要衛,小原達也,川口勝士,指田春喜
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      横浜
    • Year and Date
      20130300
  • [Presentation] o-エチニルフェニルイソセレノシアナートのタンデム付加・ヨウ素環化反応2013

    • Author(s)
      要衛,指田春喜
    • Organizer
      第16回ヨウ素学会シンポジウム
    • Place of Presentation
      千葉
    • Year and Date
      2013-09-18
  • [Presentation] Facile and convenient one-pot constructions of 2-amino- or 2- imino-benzodiheteroles using isoselenocyanates2013

    • Author(s)
      Mamoru KANAME,Haruki SASHIDA
    • Organizer
      Nagoya Symposium
    • Place of Presentation
      Nagoya
    • Year and Date
      2013-05-23
  • [Presentation] o-エチニルフェニルイソチオシアナートおよびその関連化合物のヨウ素環化反応2012

    • Author(s)
      要衛,豊田のぶえ,丸橋知史,山下恵津子,指田春喜
    • Organizer
      第39回典型元素化学討論会
    • Place of Presentation
      盛岡
    • Year and Date
      20121206-08
  • [Presentation] o-エチニルフェニルイソチオシアナートのアミン類とのタンデム付加・ヨウ素環化反応2012

    • Author(s)
      要衛,豊田のぶえ,丸橋知史,指田春喜
    • Organizer
      第38回反応と合成の進歩シンポジウム
    • Place of Presentation
      千葉
    • Year and Date
      20121105-06
  • [Presentation] o-エチニルフェニルイソチオシアナートと窒素求核剤との付加・環化反応:一級および二級アミン類の環化様式の違い2012

    • Author(s)
      要衛,福澤真人,宮本衣里,指田春喜
    • Organizer
      第42回複素環化学討論会
    • Place of Presentation
      京都
    • Year and Date
      20121011-13
  • [Presentation] RAPID ONE-POT VERSATILE PREPARATION OF 2-AMINOBENZOTHIAZOLS BY HIGHLY EFFICIENT COPPER(I)-CATALYZED INTRAMOLECULAR CYCLIZATION2012

    • Author(s)
      Haruki Sashida, Takahiro Teramae, Mamoru Kaname
    • Organizer
      25^<th> European Colloquium on Heterocyclic Chemistry
    • Place of Presentation
      Reading / UK
    • Year and Date
      20120813-17
  • [Presentation] o-エチニルフェニルイソチオシアナートと二級アミン類の付加・環化反応を利用する複素環合成2012

    • Author(s)
      要衛,福澤真人,指田春喜
    • Organizer
      日本薬学会第132年会
    • Place of Presentation
      札幌
    • Year and Date
      20120329-31
  • [Presentation] o-エチニルフェニルイソチオシアナートと一級アミン類の付加・環化反応を利用する1,3-ベンゾチアジン類の合成2012

    • Author(s)
      要衛,宮本衣里,指田春喜
    • Organizer
      日本薬学会第132年会
    • Place of Presentation
      札幌
    • Year and Date
      20120329-31
  • [Presentation] イソセレノシアナートをセレン源として用いる含セレン複素環合成2011

    • Author(s)
      要衛,潘超,藤井昂生,指田春喜
    • Organizer
      第38回典型元素化学討論会
    • Place of Presentation
      金沢
    • Year and Date
      20111207-09
  • [Presentation] 三重結合を有する炭素および窒素求核剤とイソセレノシアナート類の環化反応2011

    • Author(s)
      要衛,安藤小百合,宇佐美裕子,指田春喜
    • Organizer
      第37回反応と合成の進歩シンポジウム
    • Place of Presentation
      徳島
    • Year and Date
      20111107-08
  • [Presentation] o-ヨードフェニルイソチオシアナートと窒素および酸素求核剤との銅触媒環化付加反応による2位置換ベンゾチアゾール類の簡便ワンポット合成2011

    • Author(s)
      要衛,小川依,寺前貴博,指田春喜
    • Organizer
      第41回複素環化学討論会
    • Place of Presentation
      熊本
    • Year and Date
      20111020-22
  • [Presentation] A Novel m-CPBA Oxidation of 1H-Isotellurochromenes to Bis(o-formylstyryl) Ditellurides2011

    • Author(s)
      Haruki Sashida, Mamoru Kaname, Kazuo Ohyanagi
    • Organizer
      22^<nd> International Congress on Heterocyclic Chemistry
    • Place of Presentation
      Glasgow, Scotland
    • Year and Date
      20110731-0804
  • [Presentation] A Convenient One-Pot Preparation of 2-Aminobenzoselenazoles by Copper-Catalyzed Cyclization of o-Iodoanilines with Isoselenocyanates2011

    • Author(s)
      Mamoru Kaname, Kohki Fujii, Mao Minoura, Haruki Sashida
    • Organizer
      22^<nd> International Congress on Heterocyclic Chemistry
    • Place of Presentation
      Glasgow, Scotland
    • Year and Date
      20110731-0804
  • [Presentation] -Iodophenyl isothiocyanatesと各種求核剤との反応による2位置換ベンゾチアゾールの一工程合成2011

    • Author(s)
      要衛,小川依,寺前貴博,指田春喜
    • Organizer
      日本薬学会第131年会
    • Place of Presentation
      岡山
    • Year and Date
      20110328-31
  • [Remarks]

    • URL

      http://h-sashida.hu.labos.ac/ja

URL: 

Published: 2015-07-16  

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