Synthesis of Original 2-Substituted 4-Arylquinazolines by Microwave-Irradiated Suzuki-Miyaura Cross-Coupling Reactions

被引：25
|
作者：
Kabri, Youssef [1 ,2 ,3 ]
Gellis, Armand [1 ,2 ,3 ]
Vanelle, Patrice [1 ,2 ,3 ]
机构：
[1] Univ Aix Marseille 1, Lab Chim Provence, Fac Pharm, LPCR, F-13385 Marseille 05, France
[2] Univ Aix Marseille 2, F-13385 Marseille 05, France
[3] Univ Aix Marseille 3, CNRS, UMR 6264, Lab Chim Provence, F-13385 Marseille 05, France
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 2009卷 / 24期
关键词：
Boron; Microwave chemistry; Cross-coupling; Nitrogen heterocycles; DIHYDROFOLATE-REDUCTASE; ASSISTED SYNTHESIS; AQUEOUS-PHASE; ARYL BROMIDES; CATALYST-FREE; SOLVENT; DERIVATIVES; RESOLUTION; WATER;
D O I：
10.1002/ejoc.200900421
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Original 2-substituted 4-arylquinazolines have been synthesized by using a microwave-assisted Suzuki-Miyaura cross-coupling approach. The optimization and generalization of the Suzuki-Miyaura cross-coupling reaction between 2-substituted 4-chloroquinazolines and various boronic acids are described herein. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
引用
收藏
页码：4059 / 4066
页数：8
相关论文
共 50 条
  • [31] Site Selective Synthesis of Pentaarylpyridines via Multiple Suzuki-Miyaura Cross-Coupling Reactions
    Reimann, Sebastian
    Ehlers, Peter
    Petrosyan, Andranik
    Kohse, Stefanie
    Spannenberg, Anke
    Surkus, Annette E.
    Ghochikyan, Tariel V.
    Saghyan, Ashot S.
    Lochbrunner, Stefan
    Kuehn, Oliver
    Ludwig, Ralf
    Langer, Peter
    ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (09) : 1987 - 2008
  • [32] Suzuki-Miyaura Cross-Coupling Reactions of Primary Alkyltrifluoroborates with Aryl Chlorides
    Dreher, Spencer D.
    Lim, Siang-Ee
    Sandrock, Deidre L.
    Molander, Gary A.
    JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (10): : 3626 - 3631
  • [33] Palladium Supported on Silk Fibroin for Suzuki-Miyaura Cross-Coupling Reactions
    Rizzo, Giorgio
    Albano, Gianluigi
    Lo Presti, Marco
    Milella, Antonella
    Omenetto, Fiorenzo G.
    Farinola, Gianluca M.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (45) : 6992 - 6996
  • [34] Development of Versatile Sulfone Electrophiles for Suzuki-Miyaura Cross-Coupling Reactions
    Nambo, Masakazu
    Keske, Eric C.
    Rygus, Jason P. G.
    Yim, Jacky C. -H.
    Crudden, Cathleen M.
    ACS CATALYSIS, 2017, 7 (02): : 1108 - 1112
  • [35] Suzuki-Miyaura cross-coupling reactions of benzyl halides with potassium aryltrifluoroborates
    Molander, Gary A.
    Elia, Maxwell D.
    JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (24): : 9198 - 9202
  • [36] Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments
    Blangetti, Marco
    Rosso, Helena
    Prandi, Cristina
    Deagostino, Annamaria
    Venturello, Paolo
    MOLECULES, 2013, 18 (01) : 1188 - 1213
  • [37] Arylation of chloroanthraquinones by surprisingly facile Suzuki-Miyaura cross-coupling reactions
    Thiemann, Thies
    Tanaka, Yasuko
    Iniesta, Jesus
    Varghese, H. Tresa
    Pannicker, C. Yohannan
    JOURNAL OF CHEMICAL RESEARCH, 2009, (12) : 732 - 736
  • [38] Use of Potassium β-Trifluoroborato Amides in Suzuki-Miyaura Cross-Coupling Reactions
    Molander, Gary A.
    Jean-Gerard, Ludivine
    JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (15): : 5446 - 5450
  • [39] A facile synthesis of 4-and 6-aryl-substituted steroids by the Suzuki-Miyaura cross-coupling reaction
    Lukashev, NV
    Latyshev, GV
    Donez, PA
    Skryabin, GA
    Beletskaya, IP
    SYNTHESIS-STUTTGART, 2005, (10): : 1578 - 1580
  • [40] Expedient synthesis of 4-O-methylhonokiol via Suzuki-Miyaura cross-coupling
    Kwak, Jae-Hwan
    Cho, Young Ae
    Jang, Jae-Yong
    Seo, Seung-Yong
    Lee, Heesoon
    Hong, Jin Tae
    Han, Sang-Bae
    Lee, Kiho
    Kwak, Young-Shin
    Jung, Jae-Kyung
    TETRAHEDRON, 2011, 67 (48) : 9401 - 9404
12345