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http://dx.doi.org/10.5012/bkcs.2011.32.8.2911

Palladium-Catalyzed Cross-Coupling Reaction and Gold-Catalyzed Cyclization for Preparation of Ethyl 2-Aryl 2,3-Alkadienoates and α-Aryl γ-Butenolides  

Mo, Jun-Tae (Department of Chemistry and Institute for Molecular Science and Fusion Technology, Kangwon National University)
Hwang, Hoon (Department of Chemistry and Institute for Molecular Science and Fusion Technology, Kangwon National University)
Lee, Phil-Ho (Department of Chemistry and Institute for Molecular Science and Fusion Technology, Kangwon National University)
Publication Information
Bulletin of the Korean Chemical Society / v.32, no.spc8, 2011 , pp. 2911-2915 More about this Journal
Abstract
Efficient synthetic method for the preparation of ethyl 2-aryl-2,3-alkadienoates through Pd-catalyzed selective allenyl cross-coupling reactions of aryl iodides with organoindiums generated in situ from indium and ethyl 4-bromo-2-alkynoate was developed. The cyclization reaction of ethyl 2-aryl-2,3-alkadienoates catalyzed by $AuCl_3$ and AgOTf in the presence of AcOH or TfOH produced various ${\alpha}$-aryl ${\gamma}$-butenolides or ${\gamma}$-substituted ${\alpha}$-aryl ${\gamma}$-butenolides.
Keywords
Palladium; Gold; Indium; Cross-coupling reaction; Cyclization;
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