Regioselective palladium-catalyzed arylation of 3-carboalkoxy furan and thiophene

被引:229
作者
Glover, B [1 ]
Harvey, KA [1 ]
Liu, B [1 ]
Sharp, MJ [1 ]
Tymoschenko, MF [1 ]
机构
[1] GlaxoSmithKline, Chem Dev, Res Triangle Pk, NC 27709 USA
关键词
D O I
10.1021/ol027266q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The regioselective palladium(0)-catalyzed arylation of 3-furoate and 3-thiophenecarboxylate esters with aryl bromides is described. Conditions were developed that allow for the selective synthesis of either 2-aryl or 5-aryl products.
引用
收藏
页码:301 / 304
页数:4
相关论文
共 17 条
  • [1] Anionic Pd(0) and Pd(II) intermediates in palladium-catalyzed Heck and cross-coupling reactions
    Amatore, C
    Jutand, A
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (05) : 314 - 321
  • [2] [Anonymous], 1972, THEORY OPTIMAL EXPT
  • [3] AOYAGI Y, 1992, HETEROCYCLES, V33, P257
  • [4] Crisp GT, 1998, CHEM SOC REV, V27, P427
  • [5] Synthesis of 5-pyridyl-2-furaldehydes via palladium-catalyzed cross-coupling with triorganozincates
    Gauthier, DR
    Szumigala, RH
    Dormer, PG
    Armstrong, JD
    Volante, RP
    Reider, PJ
    [J]. ORGANIC LETTERS, 2002, 4 (03) : 375 - 378
  • [6] A NEW METHOD FOR THE SYNTHESIS OF 4-OXO-4,5-DIHYDROFURO[3,2-C]QUINOLINE
    GRONOWITZ, S
    TIMARI, G
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (04) : 1159 - 1160
  • [7] QUINOLINE, QUINAZOLINE, AND ACRIDONE ALKALOIDS
    GRUNDON, MF
    [J]. NATURAL PRODUCT REPORTS, 1990, 7 (02) : 131 - 138
  • [8] Hughes CC, 2002, ANGEW CHEM INT EDIT, V41, P1569, DOI 10.1002/1521-3773(20020503)41:9<1569::AID-ANIE1569>3.0.CO
  • [9] 2-8
  • [10] Lee YR, 2000, TETRAHEDRON, V56, P3867