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Development of Novel Catalytic Addition Reaction of Carbon-Tellurium Bond Towards Alkynes by Promotion of Reductive Elimination

Research Project

Project/Area Number 21550053
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionOsaka Dental University

Principal Investigator

FUJIWARA Shin-ichi  大阪歯科大学, 歯学部, 教授 (60219061)

Project Period (FY) 2009 – 2011
Project Status Completed (Fiscal Year 2011)
Budget Amount *help
¥4,550,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥1,050,000)
Fiscal Year 2011: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2010: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2009: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
Keywordsカーボテルロ化 / アリルテルリド / ニッケル触媒 / ホスフィン配位子 / 炭素-テルル結合 / アリルテルロ化 / [2+3]付加環化 / シクロペンチルテルリド / 分子間反応 / 有機化学 / 遷移金属触媒 / 還元的脱離 / アルキン / ラクタム / テルル / 脱一酸化炭素
Research Abstract

A novel transition-metal-catalyzed addition of organotellurium compounds to unsaturated carbon-carbon bonds, according to an oxidative addition/reductive elimination sequence, has been developed. Carbamotelluroates added intramolecularly to alkynes and allenes in the presence of catalytic Pd(PPh_3)_4 to afford the corresponding lactams. The coordination of the alkyne or allene unit to the metal center in the oxidative adducts and the coordination of the carbonyl oxygen to tellurium in the final products where critical to the success of the reaction.

Report

(4 results)
  • 2011 Annual Research Report   Final Research Report ( PDF )
  • 2010 Annual Research Report
  • 2009 Annual Research Report
  • Research Products

    (26 results)

All 2011 2010 2009 Other

All Presentation (22 results) Remarks (4 results)

  • [Presentation] パラジウム触媒を用いたN-アレニル-カルバモカルコゲナート類の脱一酸化炭素を伴う転位反応2011

    • Author(s)
      城大輔、永井裕之、藤原眞一、津田進、岩崎孝紀、国安均、神戸宣明
    • Organizer
      第38回有機典型元素化学討論会
    • Place of Presentation
      金沢
    • Year and Date
      2011-12-09
    • Related Report
      2011 Final Research Report
  • [Presentation] パラジウム触媒を用いたN-アレニルカルバモカルコゲナート類の脱一酸化炭素を伴う転位反応2011

    • Author(s)
      藤原眞一
    • Organizer
      第38回有機典型元素化学討論会
    • Place of Presentation
      石川県立音楽堂邦楽ホール(石川県)
    • Year and Date
      2011-12-09
    • Related Report
      2011 Annual Research Report
  • [Presentation] Palladium-catalyzed decarbonylative rearrangement of N-allenylcarbamochalcogenate2011

    • Author(s)
      Shiro, D.; Nagai, H.; Fujiwara, S.; Tsuda, S.; Kuniyasu, H.; Iwasaki, T.; Kambe, N.
    • Organizer
      The International Symposium on Organometallic Chemistry 2011
    • Place of Presentation
      豊中
    • Year and Date
      2011-11-11
    • Related Report
      2011 Final Research Report
  • [Presentation] Palladium-catalyzed decarbonylative rearrangement of N-alle-nylcarbamochalcogenate2011

    • Author(s)
      藤原眞一
    • Organizer
      The International Symposium on Organometallic Chemistry 2011
    • Place of Presentation
      大阪大学(大阪府)
    • Year and Date
      2011-11-11
    • Related Report
      2011 Annual Research Report
  • [Presentation] Construction of 2-pyridone ring by palladium-catalyzed intra-molecular vinylselenation of allene2011

    • Author(s)
      Fujiwara, S.; Okuyama, M ; Kambe, N.
    • Organizer
      23rd International Congress of HeterocyclicChemistry
    • Place of Presentation
      Glasgow、UK
    • Year and Date
      2011-08-03
    • Related Report
      2011 Final Research Report
  • [Presentation] Construction of 2-pyridone ring by palladium-catalyzed intramolecular vinylselenation of allene2011

    • Author(s)
      藤原眞一
    • Organizer
      23rd International Congress of Heterocyclic Chemistry
    • Place of Presentation
      Glasgow, UK
    • Year and Date
      2011-08-03
    • Related Report
      2011 Annual Research Report
  • [Presentation] Ni触媒を用いたアリルテルリドとアルキン類の[2+3]付加環化反応2011

    • Author(s)
      永井裕之、藤原眞一、津田進、国安均、岩崎孝紀、神戸宣明
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2011-03-28
    • Related Report
      2011 Final Research Report
  • [Presentation] Ni触媒を用いたアリルテルリドとアルキン類の[2+3]付加環化反応2011

    • Author(s)
      藤原眞一
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学
    • Year and Date
      2011-03-28
    • Related Report
      2010 Annual Research Report
  • [Presentation] Transition-metal-catalyzed decarbonylative isomeri-zation of N-allenylcarbamochalco-genate to 3-chalcogeno-1-azadienes2010

    • Author(s)
      Shiro, D.; Nagai, H.; Tsuda, S.; Fujiwara, S.; Iwasaki, T.; Kuniyasu, H.; Kambe, N.
    • Organizer
      2010 International Chemical Congress of Pacific Basin Societies
    • Place of Presentation
      Honolulu、USA
    • Year and Date
      2010-12-18
    • Related Report
      2011 Final Research Report
  • [Presentation] Transition-metal-catalyzed addition of organotellurium compounds to carbon-carbon unsaturated bonds2010

    • Author(s)
      Fujiwara, S.; Nagai, H.; Kambe, N.
    • Organizer
      2010 International Chemical Congress of Pacific Basin Societies
    • Place of Presentation
      Honolulu、USA
    • Year and Date
      2010-12-18
    • Related Report
      2011 Final Research Report
  • [Presentation] Transition-metal-catalyzed addition of organotellurium compounds to carbon-carbon unsaturated bonds2010

    • Author(s)
      藤原眞一
    • Organizer
      2010 International Chemical Congress of Pacific Basin Societies
    • Place of Presentation
      Honolulu市、USA
    • Year and Date
      2010-12-18
    • Related Report
      2010 Annual Research Report
  • [Presentation] Transition-metal-catalyzed decarbonylative isomerization of N-allenylcarbamochalcogenate to 3-chalcogeno-1-azadienes2010

    • Author(s)
      藤原眞一
    • Organizer
      2010 International Chemical Congress of Pacific Basin Societies
    • Place of Presentation
      Honolulu市、USA
    • Year and Date
      2010-12-18
    • Related Report
      2010 Annual Research Report
  • [Presentation] Construction of lactam frameworks by palladium-catalyzed carbotelluration of alkynes and allenes2010

    • Author(s)
      Fujiwara, S.; Nagai, H.; Kambe, N.
    • Organizer
      11th International Conference on the Chemistry of Selenium and Tellurium
    • Place of Presentation
      Oulu、Finland
    • Year and Date
      2010-08-06
    • Related Report
      2011 Final Research Report
  • [Presentation] Construction of lactam frameworks by palladium-catalyzed carbotelluration of alkynes and allenes2010

    • Author(s)
      藤原眞一
    • Organizer
      11th International Conference on the Chemistry of Selenium and Tellurium
    • Place of Presentation
      Oulu市、Finland
    • Year and Date
      2010-08-06
    • Related Report
      2010 Annual Research Report
  • [Presentation] パラジウム触媒または光を用いるアレン類の分子内テルロカルバモイル反応2010

    • Author(s)
      藤原眞一、永井裕之、神戸宣明
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      東大阪
    • Year and Date
      2010-03-26
    • Related Report
      2011 Final Research Report
  • [Presentation] パラジウム触媒または光を用いるアレン類の分子内テルロカルバモイル反応2010

    • Author(s)
      藤原眞一
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      近畿大学
    • Year and Date
      2010-03-26
    • Related Report
      2009 Annual Research Report
  • [Presentation] 遷移金属触媒を用いる有機テルル化合物の炭素-炭素不飽和結合への付加2009

    • Author(s)
      藤原眞一、永井裕之、神戸宣明
    • Organizer
      第36回有機典型元素化学討論会
    • Place of Presentation
      鳥取
    • Year and Date
      2009-12-12
    • Related Report
      2011 Final Research Report
  • [Presentation] 遷移金属触媒を用いる有機テルル化合物の炭素-炭素不飽和結合への付加2009

    • Author(s)
      藤原眞一
    • Organizer
      第36回有機典型元素化学討論会
    • Place of Presentation
      鳥取県鳥取市 とりぎん文化会館
    • Year and Date
      2009-12-12
    • Related Report
      2009 Annual Research Report
  • [Presentation] Pd触媒を用いるアルキン類の分子内テルロカルバモイル化によるα-アルキリデンラクタム類の合成2009

    • Author(s)
      永井裕之、豊福昌志、藤原眞一、新池孜、国安均、神戸宣明
    • Organizer
      第39回複素環化学討論会
    • Place of Presentation
      柏
    • Year and Date
      2009-10-14
    • Related Report
      2011 Final Research Report
  • [Presentation] Pd触媒を用いるアルキン類の分子内テルロカルバモイル化によるα-アルキリデンラクタム類の合成2009

    • Author(s)
      藤原眞一
    • Organizer
      第39回複素環化学討論会
    • Place of Presentation
      千葉県柏市 キャンパスプラザ
    • Year and Date
      2009-10-14
    • Related Report
      2009 Annual Research Report
  • [Presentation] Pd触媒を用いるアルキン類の分子内テルロカルバモイル化によるα-アルキリデンラクタム類の合成2009

    • Author(s)
      永井裕之、豊福昌志、藤原眞一、新池孜、国安均、神戸宣明
    • Organizer
      第56回有機金属化学討論会
    • Place of Presentation
      京都
    • Year and Date
      2009-09-11
    • Related Report
      2011 Final Research Report
  • [Presentation] Pd触媒を用いるアルキン類の分子内テルロカルバモイル化によるα-アルキリデンラクタム類の合成2009

    • Author(s)
      藤原眞一
    • Organizer
      第56回有機金属化学討論会
    • Place of Presentation
      同志社大学
    • Year and Date
      2009-09-11
    • Related Report
      2009 Annual Research Report
  • [Remarks]

    • URL

      http://www.osaka-dent.ac.jp/chemistry/hp/

    • Related Report
      2011 Final Research Report
  • [Remarks]

    • URL

      http://www.osaka-dent.ac.jp/chemistry/hp/

    • Related Report
      2011 Annual Research Report
  • [Remarks]

    • URL

      http://www.osaka-dent.ac.jp/chemistry/hp/

    • Related Report
      2010 Annual Research Report
  • [Remarks]

    • URL

      http://www.osaka-dent.ac.jp/chemistry/hp/

    • Related Report
      2009 Annual Research Report

URL: 

Published: 2009-04-01   Modified: 2016-04-21  

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