Li Y, Yu Z Palladium-Catalyzed Carbonylative Cycloisomerization of gamma-Propynyl-1,3-diketones: A Concise Route to Polysubstituted Furans. [JOURNAL ARTICLE] J Org Chem 2009 Oct 20.
Di- and trisubstituted furan derivatives have been efficiently synthesized via palladium(II)-catalyzed intramolecular carbonylative cycloisomerization of gamma-propynyl-1,3-diketones with aryl iodides and carbon monoxide. The mechanism suggests that in situ generated acylpalladium species from the carbonylation of aryl iodide initiates the reaction followed by cyclization of the enolized isomer of a 1,3-diketone substrate via carbon-carbon triple bond activation.
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