Sequential palladium-catalyzed coupling reactions on solid-phase

被引:25
作者
Doi, Takayuki [1 ]
Inoue, Hitoshi [1 ]
Tokita, Masatoshi [2 ]
Watanabe, Junji [2 ]
Takahashi, Takashi [1 ]
机构
[1] Tokyo Inst Technol, Dept Appl Chem, 2-12-1 Ookayama, Tokyo 1528552, Japan
[2] Tokyo Inst Technol, Dept Organ & Polymer Mat, Tokyo 1528552, Japan
来源
JOURNAL OF COMBINATORIAL CHEMISTRY | 2008年 / 10卷 / 01期
关键词
D O I
10.1021/cc7000925
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Six-types of palladium-catalyzed coupling, Mizoroki-Heck, Migita-Stille, Sonogashira, carbonylative esterification, carbonylative Stille, and carbonylative Sonogashira reactions, were performed on a polymer support. The above coupling reactions of m- and p-substituted aromatic rings, followed by carbonylative esterification with m- and p-substituted anisol derivatives were carried out in a combinatorial manner. Acid cleavage from the polymer-support provided the conjugated aromatic ring systems I and 2, which are the core parts of rodlike liquid crystals.
引用
收藏
页码:135 / 141
页数:7
相关论文
共 31 条
[1]   Palladium-catalysed reactions in solid phase organic synthesis [J].
Bräse, S ;
Kirchhoff, JH ;
Köbberling, J .
TETRAHEDRON, 2003, 59 (07) :885-939
[2]  
Briehn CA, 2001, ANGEW CHEM INT EDIT, V40, P4680, DOI 10.1002/1521-3773(20011217)40:24<4680::AID-ANIE4680>3.0.CO
[3]  
2-X
[4]   A parallel high-throughput approach to liquid crystal screening [J].
Cull, T ;
Goulding, M ;
Bradley, M .
REVIEW OF SCIENTIFIC INSTRUMENTS, 2005, 76 (06)
[5]   Combinatorial organic materials research (COMR):: design, synthesis and screening of a 225-membered materials library of liquid crystalline fluorinated p-quaterphenyls [J].
Deeg, O ;
Bäuerle, P .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2003, 1 (09) :1609-1624
[6]  
Demus D., 1998, HDB LIQUID CRYSTALS
[7]   Assessment of structural diversity in combinatorial synthesis [J].
Fergus, S ;
Bender, A ;
Spring, DR .
CURRENT OPINION IN CHEMICAL BIOLOGY, 2005, 9 (03) :304-309
[8]   SOLID-PHASE SYNTHESIS OF BIARYLS VIA THE STILLE REACTION [J].
FORMAN, FW ;
SUCHOLEIKI, I .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (03) :523-528
[9]   Solid-phase synthesis of liquid crystalline isoxazole library [J].
Haino, T ;
Tanaka, M ;
Ideta, K ;
Kubo, K ;
Mori, A ;
Fukazawa, Y .
TETRAHEDRON LETTERS, 2004, 45 (11) :2277-2279
[10]   Synthesis of a new troponoid liquid crystalline library on solid support [J].
Hashimoto, M ;
Mori, A ;
Inoue, H ;
Nagamiya, H ;
Doi, T ;
Takahashi, T .
TETRAHEDRON LETTERS, 2003, 44 (06) :1251-1254