A Convenient Preparation of Chalcogenoenynes from β-Bromovinyl Ketene Chalcogenoacetals

Abstract β-Bromovinyl ketene chalcogenoacetals have been synthesized stereoselectively via electrophilic addition of the benzeneselenenyl bromide to substituted alkynes. The palladium-catalyzed cross-coupling reaction of β-bromovinyl ketene chalcogenoacetals with 1-alkynes gave the corresponding cha...

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Veröffentlicht in:Synlett 2003-09, Vol.2003 (12), p.1880-1882
Hauptverfasser: Zeni, Gilson, Stracke, Marcelo Paulo, Lissner, Elizeo, Braga, Antonio Luiz
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Sprache:eng
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Zusammenfassung:Abstract β-Bromovinyl ketene chalcogenoacetals have been synthesized stereoselectively via electrophilic addition of the benzeneselenenyl bromide to substituted alkynes. The palladium-catalyzed cross-coupling reaction of β-bromovinyl ketene chalcogenoacetals with 1-alkynes gave the corresponding chalcogenoenynes in 62-85% yields
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2003-41499