Synthesis of benzo[b]furans via CuI-catalyzed ring closure

被引:135
作者
Chen, CY [1 ]
Dormer, PG [1 ]
机构
[1] Merck & Co Inc, Dept Proc Res, Rahway, NJ 07065 USA
关键词
D O I
10.1021/jo050788+
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A wide variety of benzo [b] furans were synthesized efficiently via a CuI-catalyzed ring closure of 2-haloaromatic ketones. The methodology was tolerant to various functional groups, affording benzofurans in 72-99% yields.
引用
收藏
页码:6964 / 6967
页数:4
相关论文
共 42 条
[1]   Cyclisations involving attack of carbo- and heteronucleophiles on carbon-carbon π-bonds activated by organopalladium complexes [J].
Balme, G ;
Bouyssi, D ;
Lomberget, T ;
Monteiro, N .
SYNTHESIS-STUTTGART, 2003, (14) :2115-2134
[2]  
Bird C W., 1984, COMPREHENSIVE HETERO, P89
[3]  
Cagniant P., 1975, Adv. Heterocycl. Chem., V18, P337, DOI DOI 10.1016/S0065-2725(08)60132-4
[4]  
COLAS C, 1941, EUR J ORG CHEM, V6, P1357
[5]   Captodative olefins: methyl 2-aryloxy-3-dimethylaminopropenoates and their application in a new synthesis of benzofurans [J].
Cruz, MD ;
Tamariz, J .
TETRAHEDRON LETTERS, 2004, 45 (11) :2377-2380
[6]  
Dell C. P., 2000, SCI SYNTHESIS HOUBEN, V10, P11
[7]   Norbadione A: Synthetic approach to the bis(pulvinic acid) moiety and cesium-complexation studies [J].
Desage-El Murr, M ;
Nowaczyk, S ;
Le Gall, T ;
Mioskowski, C ;
Amekraz, B ;
Moulin, C .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (11) :1289-1293
[8]  
Donelly D. M. X., 1984, COMPREHENSIVE HETERO, V4, P657
[9]   An expeditious synthesis of polyhydroxylated 2-arylbenzo[b]furans [J].
Dupont, R ;
Cotelle, P .
TETRAHEDRON, 2001, 57 (26) :5585-5589
[10]  
Friedel C., 1877, HEBD SEANCES ACAD SC, V84, P1392