Synthesis of 2-dienylindole, SB 242784, by a three-component palladium-catalyzed coupling reaction

被引:46
作者
Yu, MS [1 ]
de Leon, LL [1 ]
McGuire, MA [1 ]
Botha, G [1 ]
机构
[1] SmithKline Beecham Pharmaceut, King Of Prussia, PA 19403 USA
关键词
D O I
10.1016/S0040-4039(98)02161-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of SE 242784 using a novel one-pot Castro-Stephens-Suzuki reaction as the key reaction is described. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9347 / 9350
页数:4
相关论文
共 17 条
  • [1] PALLADIUM-CATALYZED CYCLIZATION OF 2-ALKYNYLANILINES TO 2-SUBSTITUTED INDOLES UNDER AN ACIDIC 2-PHASE SYSTEM
    CACCHI, S
    CARNICELLI, V
    MARINELLI, F
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1994, 475 (1-2) : 289 - 296
  • [2] SYNTHESIS AND PROPERTIES OF HALOHYDROXYACETONES AND HALOMETHYLGLYOXALS
    CHARI, RVJ
    KOZARICH, JW
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (12) : 2355 - 2358
  • [3] 5-(5,6-dichloro-2-indolyl)-2-methoxy-2,4-pentadienamides:: Novel and selective inhibitors of the vacuolar H+-ATPase of osteoclasts with bone antiresorptive activity
    Gagliardi, S
    Nadler, G
    Consolandi, E
    Parini, C
    Morvan, M
    Legave, MN
    Belfiore, P
    Zocchetti, A
    Clarke, GD
    James, I
    Nambi, P
    Gowen, M
    Farina, C
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (10) : 1568 - 1573
  • [4] Hara S, 1996, SYNLETT, P993
  • [5] (E)-(2-BROMOETHENYL)DIISOPROPOXYBORANE - A NEW BUILDING BLOCK FOR (E)-OLEFINS
    HYUGA, S
    YAMASHINA, N
    HARA, S
    SUZUKI, A
    [J]. CHEMISTRY LETTERS, 1988, (05) : 809 - 812
  • [6] ORGANIC-SYNTHESIS USING HALOBORATION REACTION .21. A SYNTHESIS OF PROSTAGLANDIN B-1 METHYL-ESTER BY THE STEPWISE CROSS-COUPLING REACTION USING (E)-(2-BROMOETHENYL)DIISOPROPOXYBORANE
    HYUGA, S
    HARA, S
    SUZUKI, A
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1992, 65 (08) : 2303 - 2305
  • [7] E-(3-TRIFLUOROMETHYL-1,3-BUTADIENYL)DI-ISOPROPOXYBORANE AS A POTENTIALLY USEFUL CF3-CONTAINING BUILDING-BLOCK - SYNTHESIS AND PALLADIUM-PROMOTED COUPLING WITH ARYL HALIDES
    JIN, FQ
    XU, YY
    JIANG, B
    [J]. JOURNAL OF FLUORINE CHEMISTRY, 1993, 65 (1-2) : 111 - 114
  • [8] A SIMPLE, GENERAL AND STEREOSELECTIVE SYNTHESIS OF 1-(DIALKOXYBORYL)-1,3-DIENES
    MAZAL, C
    VAULTIER, M
    [J]. TETRAHEDRON LETTERS, 1994, 35 (19) : 3089 - 3090
  • [9] A SIMPLE AND ECONOMICAL SYNTHETIC ROUTE TO P-ETHYNYLANILINE AND ETHYNYL-TERMININATED SUBSTRATES
    MELISSARIS, AP
    LITT, MH
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (19) : 5818 - 5821
  • [10] NADLER G, 1998, UNPUB BIORG MED CHEM