Journal of Organic Chemistry p. 7267 - 7271 (1995)
Update date:2022-08-11
Topics:
Satoh, Tetsuya
Itaya, Tomoaki
Okuro, Kazumi
Miura, Masahiro
Nomura, Masakatsu
Intermolecular cross-carbonylation of aryl iodides with five-membered cyclic olefins such as dihydrofurans and cyclopentene was found to proceed by using a catalyst system of PdCl2/PPh3 under CO (3-5 atm) in the presence of a tertiary amine.With 2,3- and 2,5-dihydrofurans, 2-aroyl-4,5-dihydro- and 3-aroyl-2,3-dihydrofurans were obtained as the predominant products, respectively, while the reaction of iodobenzene with cyclopentene gave a mixture of three regioisomers of benzoylcyclopentene.The yields of the products were observed to be markedly influenced by the amount of triphenylphosphine added.
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