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

A Bochicchio, L Chiummiento, M Funicello…

Index: Bochicchio, Antonella; Chiummiento, Lucia; Funicello, Maria; Lopardo, Maria Teresa; Lupattelli, Paolo Tetrahedron Letters, 2010 , vol. 51, # 21 p. 2824 - 2827

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Citation Number: 10

Abstract

Acetylation/Sonogashira cross-coupling reaction/cyclization has been carried out in one-pot using a Na2PdCl4/2-(di-tert-butylphosphino)-N-phenylindole/CuI 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-bromo-phenols obtaining 2, 5-disubstituted-benzo [b] furans in good yields.