Palladium-catalyzed carbonylative cycloisomerization of gamma-propynyl-1,3-diketones: a concise route to polysubstituted furans.
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.
Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian, Liaoning 116023, PR China.
Yu
Y
Li
Zhengkun
Z
Yu
D002384:Catalysis; D003500:Cyclization; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D005663:Furans; D007659:Ketones; D009942:Organometallic Compounds; D010165:Palladium