Synfacts 2007(12): 1252-1252  
DOI: 10.1055/s-2007-991405
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York

AlCl3-Mediated Synthesis of Furans from Acid Chlorides and bis-Silylated Butadiene

Contributor(s): Victor Snieckus, Yigang Zhao
F. Babudri, S. R. Cicco, G. M. Farinola, L. C. Lopez, F. Naso*, V. Pinto
Università degli Studi di Bari, Italy
Further Information

Publication History

Publication Date:
22 November 2007 (online)

Significance

Reported is a synthesis of di- or tri-substituted furans via condensation-cyclization reactions from readily available bis-silylated diene 1 and acyl chlorides in the presence of AlCl3. The resulting 2,3,5-trisubstituted furans 2 easily undergo desilylation under acidic workup conditions or by the treatment of BF3 etherate to afford 2,5-di­substituted furans 3. The scope of the reaction with respect to the acyl chlorides was not well investigated.