Palladium-catalyzed carbonylative synthesis of aryl esters from p-benzoquinones and aryl triflates

被引:4
作者
Wang, Siqi [1 ]
Wang, Jian-Shu [1 ]
Le, Zhengjie [1 ]
Ying, Jun [1 ]
Wu, Xiao-Feng [2 ,3 ]
机构
[1] Zhejiang Sci Tech Univ, Key Lab Surface & Interface Sci Polymer Mat Zheji, Dept Chem, Hangzhou 310018, Peoples R China
[2] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian Natl Lab Clean Energy, Dalian 116023, Liaoning, Peoples R China
[3] Univ Rostock, Leibniz Inst Katalyse eV, Albert Einstein Str 29a, D-18059 Rostock, Germany
关键词
CYCLIZATION;
D O I
10.1039/d1ob01400e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A palladium-catalyzed dicarbonylation of p-benzoquinones with aryl triflates has been developed. Using Cr(CO)(6) as the CO source, the reaction proceeds smoothly and efficiently to give a series of aryl esters in moderate to good yields (up to 90%).
引用
收藏
页码:7353 / 7356
页数:4
相关论文
共 18 条
  • [1] Recent Advances in 1,4-Benzoquinone Chemistry
    Abraham, Ignatious
    Joshi, Rahul
    Pardasani, Pushpa
    Pardasani, R. T.
    [J]. JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2011, 22 (03) : 385 - 421
  • [2] Cross Redox Coupling of Aryl-Aldehydes and p-Benzoquinone
    Bose, Anima
    Mal, Prasenjit
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (21) : 11219 - 11225
  • [3] Perspectives on Medicinal Properties of Benzoquinone Compounds
    Dandawate, P. R.
    Vyas, A. C.
    Padhye, S. B.
    Singh, M. W.
    Baruah, J. B.
    [J]. MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2010, 10 (05) : 436 - 454
  • [4] Rh(iii)-Catalyzed sequentialortho-C-H oxidative arylation/cyclization of sulfoxonium ylides with quinones toward 2-hydroxy-dibenzo[b,d]pyran-6-ones
    Dong, Yaqun
    Yu, Jin-Tao
    Sun, Song
    Cheng, Jiang
    [J]. CHEMICAL COMMUNICATIONS, 2020, 56 (49) : 6688 - 6691
  • [5] C-H Bond Functionalization of Benzoic Acid: Catalytic Synthesis of 2-Hydroxy-6H-benzo[c]chromen-6-ones Using (Cp*IrCl2)2
    Engelman, Kristi L.
    Feng, Yuee
    Ison, Elon A.
    [J]. ORGANOMETALLICS, 2011, 30 (17) : 4572 - 4577
  • [6] Cobalt-Catalyzed Direct C-H Carbonylative Synthesis of Free (NH)-Indolo[1,2-a]quinoxalin-6(5H)-ones
    Gao, Qian
    Lu, Jia-Ming
    Yao, Lingyun
    Wang, Siqi
    Ying, Jun
    Wu, Xiao-Feng
    [J]. ORGANIC LETTERS, 2021, 23 (01) : 178 - 182
  • [7] Oxidative Carbonylation Reactions: Organometallic Compounds (R-M) or Hydrocarbons (R-H) as Nucleophiles
    Liu, Qiang
    Zhang, Hua
    Lei, Aiwen
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (46) : 10788 - 10799
  • [8] First-Row Transition-Metal-Catalyzed Carbonylative Transformations of Carbon Electrophiles
    Peng, Jin-Bao
    Wu, Fu-Peng
    Wu, Xiao-Feng
    [J]. CHEMICAL REVIEWS, 2019, 119 (04) : 2090 - 2127
  • [9] p-Benzoquinone as a Privileged Scaffold of Pharmacological Significance: A Review
    Silakari, Pragati
    Priyanka
    Piplani, Poonam
    [J]. MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2020, 20 (16) : 1586 - 1609
  • [10] Carbonylation Reactions of Alkyl Iodides through the Interplay of Carbon Radicals and Pd Catalysts
    Sumino, Shuhei
    Fusano, Akira
    Fukuyama, Takahide
    Ryu, Ilhyong
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2014, 47 (05) : 1563 - 1574