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Synfacts 2009(11): 1222-1222
DOI: 10.1055/s-0029-1218095
DOI: 10.1055/s-0029-1218095
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag
Stuttgart ˙ New York
2-Bromo Benzofurans and Benzothiophenes via Cu-Catalyzed Cross-Coupling
S. G. Newman, V. Aureggi, C. S. Bryan, M. Lautens*
University of Toronto, Canada
Further Information
Publication History
Publication Date:
22 October 2009 (online)
Significance
Benzofused heterocycles are pervasive in natural products, medicinal agents, and organic-based materials. In this report a method for synthesizing 2-halobenzofurans and benzo-thiophenes utilizing an aldehyde dibromoolefination followed by CuI-based intramolecular cross-coupling is presented. The method benefits from ease of purification and an operationally simple procedure. The use of a ligand-free copper catalyst system allows for purification by silica gel filtration.