Solid-phase synthesis of 2,3-dsubstituted benzo[b]thiophenes and benzo[b]selenophenes

被引:52
作者
Bui, CT [1 ]
Flynn, BL [1 ]
机构
[1] Care Of La Trobe Univ, Iliad Chem Pty Ltd, Dept Chem, Bundoora, Vic 3086, Australia
来源
JOURNAL OF COMBINATORIAL CHEMISTRY | 2006年 / 8卷 / 02期
关键词
D O I
10.1021/cc050066w
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A concise and efficient solid-phase synthesis of benzo[b]thiophenes and benzo[b]selenophenes based on a combination of palladium-mediated coupling and iodocyclization protocols has been developed.
引用
收藏
页码:163 / 167
页数:5
相关论文
共 28 条
[1]  
[Anonymous], 1999, SULFUR REPORTS
[2]   Synthesis, X-ray crystal structure and tubulin-binding properties of a benzofuran analogue of the potent cytotoxic agent combretastatin A4 [J].
Banwell, MG ;
Flynn, BL ;
Willis, AC ;
Hamel, E .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1999, 52 (08) :767-774
[3]   Convergent syntheses of the pyrrolic marine natural products lamellarin-O, lamellarin-Q, lukianol-A and some more highly oxygenated congeners [J].
Banwell, MG ;
Flynn, BL ;
Hamel, E ;
Hockless, DCR .
CHEMICAL COMMUNICATIONS, 1997, (02) :207-208
[4]  
Bianchini C, 1997, SYNLETT, P643
[5]   IMMUNOTOXICOLOGIC STUDIES WITH CI-959, A NOVEL BENZOTHIOPHENE CELL ACTIVATION INHIBITOR [J].
BLEAVINS, MR ;
DELAIGLESIA, FA ;
MCCAY, JA ;
WHITE, KL ;
MUNSON, AE .
TOXICOLOGY, 1995, 98 (1-3) :111-123
[6]   3-ALKOXYBENZO[B]THIOPHENE-2-CARBOXAMIDES AS INHIBITORS OF NEUTROPHIL-ENDOTHELIAL CELL-ADHESION [J].
BOSCHELLI, DH ;
KRAMER, JB ;
CONNOR, DT ;
LESCH, ME ;
SCHRIER, DJ ;
FERIN, MA ;
WRIGHT, CD .
JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (06) :717-718
[7]  
Bryant HU, 1998, P SOC EXP BIOL MED, V217, P45
[8]   A benzothiophene-carboxamide is a potent inhibitor of IL-1 beta induced VCAM-1 gene expression in human endothelial cells [J].
Cobb, RR ;
Felts, KA ;
McKenzie, TC ;
Parry, GCN ;
Mackman, N .
FEBS LETTERS, 1996, 382 (03) :323-326
[9]   One-pot synthesis of benzo[b]furan and indole inhibitors of tubulin polymerization [J].
Flynn, BL ;
Hamel, E ;
Jung, MK .
JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (12) :2670-2673
[10]   The synthesis and tubulin binding activity of thiophene-based analogues of combretastatin A-4 [J].
Flynn, BL ;
Flynn, GP ;
Hamel, E ;
Jung, MK .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (17) :2341-2343