The Stille cross coupling reactions on solid support.: Link to solution phase directed ortho metalation.: An ester linker approach to styryl, biaryl and heterobiaryl carboxylic acids

被引:52
作者
Chamoin, S [1 ]
Houldsworth, S [1 ]
Snieckus, V [1 ]
机构
[1] Univ Waterloo, Guelph Waterloo Ctr Grad Work Chem, Waterloo, ON N2L 3G1, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
D O I
10.1016/S0040-4039(98)00778-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of the titled compounds by Stille cross coupling on Merrifield resin - linked halo benzoates with stannanes followed by LiOH hydrolysis is reported. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4175 / 4178
页数:4
相关论文
共 18 条
[1]   Parallel synthesis of tamoxifen and derivatives on solid support via resin capture [J].
Brown, SD ;
Armstrong, RW .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (21) :7076-7077
[2]   The Suzuki-Miyaura cross coupling reactions on solid support.: Link to solution phase directed ortho metalation.: The Leznoff acetal linker approach to biaryl and heterobiaryl aldehydes [J].
Chamoin, S ;
Houldsworth, S ;
Kruse, CG ;
Bakker, WI ;
Snieckus, V .
TETRAHEDRON LETTERS, 1998, 39 (24) :4179-4182
[3]   FORMATION OF CARBON-CARBON BOND ON SOLID SUPPORT - APPLICATION OF THE STILLE REACTION [J].
DESHPANDE, MS .
TETRAHEDRON LETTERS, 1994, 35 (31) :5613-5614
[4]   Solid-phase synthesis of indoles using the palladium-catalysed coupling of alkynes with iodoaniline derivatives. [J].
Fagnola, MC ;
Candiani, I ;
Visentin, G ;
Cabri, W ;
Zarini, F ;
Mongelli, N ;
Bedeschi, A .
TETRAHEDRON LETTERS, 1997, 38 (13) :2307-2310
[5]   SOLID-PHASE SYNTHESIS OF BIARYLS VIA THE STILLE REACTION [J].
FORMAN, FW ;
SUCHOLEIKI, I .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (03) :523-528
[6]   BIARYL SYNTHESIS VIA SUZUKI COUPLING ON A SOLID SUPPORT [J].
FRENETTE, R ;
FRIESEN, RW .
TETRAHEDRON LETTERS, 1994, 35 (49) :9177-9180
[7]   Organic chemistry on solid supports [J].
Fruchtel, JS ;
Jung, G .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (01) :17-42
[8]   REMOTE AROMATIC METALATION - AN ANIONIC FRIEDEL-CRAFTS EQUIVALENT FOR THE REGIOSELECTIVE SYNTHESIS OF CONDENSED FLUORENONES FROM BIARYL AND META-TERARYL 2-AMIDES [J].
FU, JM ;
ZHAO, BP ;
SHARP, MJ ;
SNIECKUS, V .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (05) :1683-1685
[9]   APPLICATIONS OF COMBINATORIAL TECHNOLOGIES TO DRUG DISCOVERY .1. BACKGROUND AND PEPTIDE COMBINATORIAL LIBRARIES [J].
GALLOP, MA ;
BARRETT, RW ;
DOWER, WJ ;
FODOR, SPA ;
GORDON, EM .
JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (09) :1233-1251
[10]   Solid-phase Suzuki coupling for C-C bond formation [J].
Guiles, JW ;
Johnson, SG ;
Murray, WV .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (15) :5169-5171