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
[11]   A novel palladium-mediated coupling approach to 2,3-disubstituted benzo[b]thiophenes and its application to the synthesis of tubulin binding agents [J].
Flynn, BL ;
Verdier-Pinard, P ;
Hamel, E .
ORGANIC LETTERS, 2001, 3 (05) :651-654
[12]   p53 transactivation of the HIV-1 long terminal repeat is blocked by PD 144795, a calcineurin-inhibitor with anti-HIV properties [J].
Gualberto, A ;
Marquez, G ;
Carballo, M ;
Youngblood, GL ;
Hunt, SW ;
Baldwin, AS ;
Sobrino, F .
JOURNAL OF BIOLOGICAL CHEMISTRY, 1998, 273 (12) :7088-7093
[13]   Iodine-induced reaction cascades for the rapid construction of variously substituted benzothiophenes [J].
Hessian, KO ;
Flynn, BL .
ORGANIC LETTERS, 2003, 5 (23) :4377-4380
[14]   Synthesis and properties of photochromic diarylethenes with heterocyclic aryl groups [J].
Irie, M ;
Uchida, K .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1998, 71 (05) :985-996
[15]   ANTIESTROGENS .2. STRUCTURE ACTIVITY STUDIES IN A SERIES OF 3-AROYL-2-ARYLBENZO[B]THIOPHENE DERIVATIVES LEADING TO [6-HYDROXY-2-(4-HYDROXYPHENYL)BENZO[B]THIEN-3-YL][4-[2-(1-PIPERIDINYL)ETHOXY]-PHENYL]METHANONE HYDROCHLORIDE (LY156758), A REMARKABLY EFFECTIVE ESTROGEN ANTAGONIST WITH ONLY MINIMAL INTRINSIC ESTROGENICITYO[ [J].
JONES, CD ;
JEVNIKAR, MG ;
PIKE, AJ ;
PETERS, MK ;
BLACK, LJ ;
THOMPSON, AR ;
FALCONE, JF ;
CLEMENS, JA .
JOURNAL OF MEDICINAL CHEMISTRY, 1984, 27 (08) :1057-1066
[16]  
Magarian R., 1994, CURR MED CHEM, V1, P61
[17]  
Martel A. M., 1997, Drugs of the Future, V22, P386
[18]   R(-)-1-(benzo[b]thiophen-5-yl)-2-[2-(N,N-diethylamino) ethoxy]ethanol hydrochloride (T-588), a novel cognitive enhancer, on noradrenaline release in rat cerebral cortical slices [J].
Miyazaki, H ;
Murayama, T ;
Ono, S ;
Narita, H ;
Nomura, Y .
BIOCHEMICAL PHARMACOLOGY, 1997, 53 (09) :1263-1269
[19]   Reversal of resistance in multidrug resistance protein (MRP1)-overexpressing cells by LY329146. [J].
Norman, BH ;
Dantzig, AH ;
Kroin, JS ;
Law, KL ;
Tabas, LB ;
Shepard, RL ;
Palkowitz, AD ;
Hauser, KL ;
Winter, MA ;
Sluka, JP ;
Starling, JJ .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (23) :3381-3386
[20]  
Pelkey ET, 2003, PROG HET CH, V15, P116