Efficient synthesis of 5-nitro-benzo[b]furans via 2-bromo-4-nitro-phenyl acetates

被引:21
作者
Bochicchio, Antonella [1 ]
Chiummiento, Lucia [1 ]
Funicello, Maria [1 ]
Lopardo, Maria Teresa [1 ]
Lupattelli, Paolo [1 ]
机构
[1] Univ Basilicata, Dipartimento Chim, I-85100 Potenza, Italy
关键词
5-Nitro-benzo[b]furans; 2-Br-phenyl acetates; Sonogashira reaction; Pd catalyst; Heteroannulation; ONE-POT SYNTHESIS; COPPER-FREE; COUPLING REACTIONS; BENZOFURANS; 2-ALKYNYLPHENOLS; AGGREGATION; DERIVATIVES; CYCLIZATION; CHEMISTRY; CATALYSTS;
D O I
10.1016/j.tetlet.2010.03.072
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Acetylation/Sonogashira cross-coupling reaction/cyclization has been carried out in one-pot using a Na2PdCl4/2-(di-tert-butylphosphino)-N-phenylindole/Cul system in TMEDA to give 5-nitro-2-substituted benzo[b]furans in excellent yields. We also describe the extension of this method to 4-EWG-2-bromophenols obtaining 2,5-disubstituted-benzo[b]furans in good yields. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2824 / 2827
页数:4
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