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Synfacts 2007(8): 0864-0864
DOI: 10.1055/s-2007-968735
DOI: 10.1055/s-2007-968735
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Synthesis of Conjugated Enynes and Substituted Indoles from 1-Alkynes
F. Liu, D. Ma*
Shanghai Institute of Organic Chemistry, P. R. of China
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
24. Juli 2007 (online)
Significance
Terminal alkynes can be coupled with alkenyl iodides under copper(I) catalysis, affording the corresponding enynes in good to excellent yields with retention of the double-bond configuration. Many of these products are of interest for pharmacology and materials science. Substituted o-bromotrifluoroacetanilides react with 1-alkynes to 2-substituted indoles. This type of Sonogashira coupling does not use expensive Pd catalysts and is therefore more convenient for large-scale industrial applications than most of the existing protocols.