Synthesis of α-pyrones by catalytic oxidative coupling of terminal alkynes and carbon dioxide

被引:9
作者
Oliveros-Cruz, Saray [1 ]
Arevalo, Alma [1 ]
Garcia, Juventino J. [1 ]
机构
[1] Univ Nacl Autonoma Mexico, Fac Quim, Mexico City 04510, DF, Mexico
关键词
Pyrones; Alkynes; Carbon dioxide; Nickel; Catalysis; Oxidative coupling; NICKEL(0)-CATALYZED CYCLOADDITION COPOLYMERIZATION; TRANSITION-METAL CENTERS; CO2; CARBOXYLATION; DIYNES; REDUCTION; COMPLEXES; ACID; HYDROCARBOXYLATION; COOLIGOMERIZATION;
D O I
10.1016/j.jorganchem.2016.12.033
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The use of the complex [(dippe)Ni(mu-H)](2) (1) as a catalyst precursor (10 mol%) in the presence of a variety of terminal alkynes and CO2 allowed the production of substituted alpha-pyrones. This reaction occurs using relatively mild conditions (50 degrees C, 150 psi of CO2) with good to modest yields, depending on the nature of the substituents in the corresponding alkyne. The produced alpha-pyrones were characterized by different analytical methods and spectroscopic techniques. (C) 2017 Elsevier B.V. All rights reserved.
引用
收藏
页码:18 / 22
页数:5
相关论文
共 50 条
  • [11] Cu(II)-promoted oxidative homocoupling reaction of terminal alkynes in supercritical carbon dioxide
    Jiang, HF
    Tang, JY
    Wang, AZ
    Deng, GH
    Yang, SR
    SYNTHESIS-STUTTGART, 2006, (07): : 1155 - 1161
  • [12] Catalytic Synthesis of Formamides with Carbon Dioxide and Amines
    Zhang Yujing
    Dai Xingchao
    Wang Hongli
    Shi Feng
    ACTA PHYSICO-CHIMICA SINICA, 2018, 34 (08) : 845 - 857
  • [13] Palladium Difluorocarbene Involved Catalytic Coupling with Terminal Alkynes
    Zhang, Xue-Ying
    Fu, Xia-Ping
    Zhang, Shu
    Zhang, Xingang
    CCS CHEMISTRY, 2020, 2 (05): : 293 - 304
  • [14] Carboxylation of Terminal Alkynes with Carbon Dioxide Catalyzed by Poly(N-Heterocyclic Carbene)-Supported Silver Nanoparticles
    Yu, Dingyi
    Tan, Mei Xuan
    Zhang, Yugen
    ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (06) : 969 - 974
  • [15] Copper-Zeolites as Catalysts for the Coupling of Terminal Alkynes: An Efficient Synthesis of Diynes
    Kuhn, Philippe
    Alix, Aurelien
    Kumarrajaa, Mayilvasagam
    Louis, Benoit
    Pale, Patrick
    Sommer, Jean
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (03) : 423 - 429
  • [16] Ruthenium catalyzed regioselective coupling of terminal alkynes, amine and carbon dioxide leading to anti-Markovnikov adducts
    Watile, Rahul A.
    Bhanage, Bhalchandra M.
    RSC ADVANCES, 2014, 4 (44): : 23022 - 23026
  • [17] Facile synthesis of substituted alkynes by nano-palladium catalyzed oxidative cross-coupling reaction of arylboronic acids with terminal alkynes
    Nie, Xiaopeng
    Liu, Suli
    Zong, Yan
    Sun, Peipei
    Bao, Jianchun
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2011, 696 (08) : 1570 - 1573
  • [18] Facile Synthesis of Surface-Clean Monodispersed CuOx Nanoparticles and Their Catalytic Properties for Oxidative Coupling of Alkynes
    Liu, Lichen
    Matsushita, Toshiyuki
    Concepcion, Patricia
    Leyva-Perez, Antonio
    Corma, Avelino
    ACS CATALYSIS, 2016, 6 (04): : 2211 - 2221
  • [19] Synthesis of Propiolic Acids via Copper-Catalyzed Insertion of Carbon Dioxide into the C-H Bond of Terminal Alkynes
    Goossen, Lukas J.
    Rodriguez, Nuria
    Manjolinho, Filipe
    Lange, Paul P.
    ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (17) : 2913 - 2917
  • [20] Copper mediated oxidative coupling between terminal alkynes and CuCN
    Li, Yihang
    Shi, Dunfa
    Zhu, Pengqi
    Jin, Hongxing
    Li, Shuo
    Mao, Feng
    Shi, Wei
    TETRAHEDRON LETTERS, 2015, 56 (02) : 390 - 392