Microwave-accelerated, palladium-catalyzed carbonylative cyclization reactions of 2-iodophenol with alkynes - Rapid and efficient synthesis of chromen-2-one derivatives

被引:22
|
作者
Cao, H [1 ]
Xiao, WJ [1 ]
机构
[1] Cent China Normal Univ, Minist Educ, Coll Chem, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China
关键词
microwave; palladium; carbonylation; 2-iodophenol; chromen-2-one;
D O I
10.1139/V05-094
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Rapid palladium-catalyzed carbonylative cyclization reactions of 2-iodophenol with various alkynes have been carried out by the use of commercially available molybdenum hexacarbonyl as a convenient and solid carbon monoxide source. The reactions were conducted at 160 degrees C for 30 min with microwave heating in the presence of DIEA and DMAP in 1,4-dioxane, and afford the corresponding chromen-2-one derivatives in good yields.
引用
收藏
页码:826 / 831
页数:6
相关论文
共 50 条
  • [31] Synthesis of porphyrin indolin-2-one conjugates via palladium-catalyzed amination reactions
    Menezes, Jose C. J. M. D. S.
    Pereira, Ana M. V. M.
    Neves, Maria G. P. M. S.
    Silva, Artur M. S.
    Santos, Sergio M.
    Martinez, Sabrina T.
    Silva, Barbara V.
    Pinto, Angelo C.
    Cavaleiro, Jose A. S.
    TETRAHEDRON, 2012, 68 (39) : 8330 - 8339
  • [33] Palladium-Catalyzed Decarboxylative Csp2–Csp2 Cross-Coupling Reactions: An Efficient Route for Synthesis of Azaisoflavone Derivatives
    Chengcai Xia
    Yong Yang
    Zhenjiang Wei
    Wenbo Yu
    Hanxiao Liao
    Chao Shen
    Pengfei Zhang
    Catalysis Letters, 2015, 145 : 1634 - 1642
  • [34] Palladium-Catalyzed Carbonylative Annulation Reactions Using Aryl Formate as a CO Source: Synthesis of 2-Substituted Indene-1,3(2H)-dione Derivatives
    Zhang, Ying
    Chen, Jing-Lei
    Chen, Zhen-Bang
    Zhu, Yong-Ming
    Ji, Shun-Jun
    JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (21): : 10643 - 10650
  • [35] AN EFFICIENT AND RECYCLABLE IONIC-LIQUID CATALYZED, SYNTHESIS OF 4-HYDROXY-2H-CHROMEN-2-ONE DERIVATIVES
    Sapkal, A.
    Palve, M.
    Madje, B.
    HETEROCYCLIC LETTERS, 2022, 12 (02): : 311 - 319
  • [36] Palladium-Catalyzed Domino C-S Coupling/Carbonylation Reactions: An Efficient Synthesis of 2-Carbonylbenzo[b]thiophene Derivatives
    Zeng, Fanlong
    Alper, Howard
    ORGANIC LETTERS, 2011, 13 (11) : 2868 - 2871
  • [37] A new route for the synthesis of substituted benzo [1,3,4] oxadiazine derivatives via copper-catalyzed N-arylation-cyclization of hydrazonoyl chlorides and 2-iodophenol
    Nematpour, Manijeh
    TETRAHEDRON LETTERS, 2024, 151
  • [38] Palladium-catalyzed cyclization reactions of 2-vinylthiiranes with heterocumulenes. Regioselective and enantioselective formation of thiazolidine, oxathiolane, and dithiolane derivatives
    Larksarp, C
    Sellier, O
    Alper, H
    JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (10): : 3502 - 3506
  • [39] Nano-ZnO: A mild, Efficient, Eco-Friendly, and Recyclable Catalyst for One-Pot Synthesis of Chromen-2-one derivatives through Knoevenagel Condensation
    Tasqeeruddin, Syed
    MujahidAlam, M.
    Asiri, Yahya, I
    Alshehri, Jaber Abdullah
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 29 (03) : 267 - 273
  • [40] A highly efficient enantioselective synthesis of 2-methyl chromans via four sequential palladium-catalyzed reactions
    Palucki, M
    Yasuda, N
    TETRAHEDRON LETTERS, 2005, 46 (06) : 987 - 990