Liebeskind-Srogl cross coupling mediated synthesis of verbenachalcone

被引:9
|
作者
Dandepally, Srinivasa Reddy [1 ]
Williams, Alfred L. [1 ,2 ]
机构
[1] N Carolina Cent Univ, Biomfg Res Inst & Technol Enterprise, Durham, NC 27707 USA
[2] N Carolina Cent Univ, Dept Pharmaceut Sci, Coll Sci Technol, Durham, NC 27707 USA
关键词
Natural product synthesis; Verbenachalcone; Liebeskind-Srogl cross coupling; Ullmann ether synthesis; NEURITE OUTGROWTH; DIARYL ETHER; LITTORACHALCONE;
D O I
10.1016/j.tetlet.2010.08.073
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A flexible and scalable total synthesis of verbenachalcone is achieved in eight linear steps from cheap commercially available starting material, 3-(4-hydroxyphenyl)propanoic acid. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5753 / 5756
页数:4
相关论文
共 50 条
  • [31] Synthesis of 6-aryl-2′-deoxyuridine nucleosides via a Liebeskind cross-coupling methodology
    Kogler, Martin
    De Jonghe, Steven
    Herdewijn, Piet
    TETRAHEDRON LETTERS, 2012, 53 (02) : 253 - 255
  • [32] Selective cross-couplings. Sequential Stille-Liebeskind/Srogl reactions of 3-chloro-4-arylthiocyclobutene-1 2-dione
    Aguilar-Aguilar, Angelica
    Pena-Cabrera, Eduardo
    ORGANIC LETTERS, 2007, 9 (21) : 4163 - 4166
  • [33] Tetrahydropyran synthesis: Indium chloride mediated cross-coupling.
    Yang, J
    Viswanathan, GS
    Li, CJ
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 218 : U175 - U175
  • [34] The stereoselective preparation of fluorinated dienes via Stille-Liebeskind cross-coupling reactions
    Zhang, X
    Lu, L
    Burton, DJ
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 2002, 67 (09) : 1247 - 1261
  • [35] Metallacycle-mediated cross-coupling in natural product synthesis
    O'Rourke, Natasha F.
    Kier, Matthew J.
    Micalizio, Glenn C.
    TETRAHEDRON, 2016, 72 (45) : 7093 - 7123
  • [36] A Ni-Ir Dual Photocatalytic Liebeskind Coupling of Sulfonium Salts for the Synthesis of 2-Benzylpyrrolidines
    Varga, Balint
    Gonda, Zsombor
    Toth, Balazs L.
    Kotschy, Andras
    Novak, Zoltan
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (10) : 1466 - 1471
  • [37] Synthesis of brominated tetrathiafulvalenes via phosphite-mediated cross-coupling
    Alberola, Antonio
    Bosch-Navarro, Concha
    Gavina, Pablo
    Tatay, Sergio
    SYNTHETIC METALS, 2010, 160 (15-16) : 1797 - 1799
  • [38] Nickel-Mediated Photoreductive Cross Coupling of Carboxylic Acid Derivatives for Ketone Synthesis**
    Brauer, Jan
    Quraishi, Elisabeth
    Kammer, Lisa Marie
    Opatz, Till
    CHEMISTRY-A EUROPEAN JOURNAL, 2021, 27 (72) : 18168 - 18174
  • [39] TEMPO-Mediated Cross-Dehydrogenative Coupling for the Synthesis of Bis(indolyl)methanes
    Guo, You-Qiang
    Liang, Long
    Wang, Zhen-Yu
    Wu, Xiang
    Li, You-Gui
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2025, 14 (02)
  • [40] Synthesis of α-Vinyltrialkoxysilanes via Nickel-Mediated Cross-Electrophile Coupling Reactions
    Chindan, Bincy
    Syam, Anagha
    Mahendran, Hariharan
    Rasappan, Ramesh
    ORGANIC LETTERS, 2023, 25 (42) : 7751 - 7756