On-Water Chemistry:  Copper-Catalyzed Straightforward Synthesis of Benzo[b]furan Derivatives in Neat Water§

Mónica Carril, Raul SanMartin,* Imanol Tellitu, and Esther Domínguez*
Kimika Organikoa II Saila, Zientzia eta Teknologia Fakultatea, Euskal Herriko Unibertsitatea, P.O. Box 644, 48080 Bilbao, Spain
Org. Lett., 2006, 8 (7), pp 1467–1470
DOI: 10.1021/ol060274c
Publication Date (Web): March 4, 2006
Copyright © 2006 American Chemical Society
§

 Dedicated to the memory of Prof. Marcial Moreno Mañas.

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*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, raul.sanmartin@ehu.es

Abstract

Abstract Image

A more sustainable protocol leading to 2-alkyl- or 2-aryl-substituted benzo[b]furans is reported, involving a copper−TMEDA complex which catalyzes the transformation of readily available ketone derivatives into the corresponding benzofurans in good to excellent yields. The reaction is accomplished using water as the solvent without organic cosolvents, and one example of catalyst reutilization is also presented.

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History

  • Published In Issue March 30, 2006
  • Received February 1, 2006

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