Palladium-Catalyzed Hydrocarbonation and Hydroamination of 3,3-Dihexylcyclopropene with Pronucleophiles
- 13 February 2003
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 68 (6) , 2297-2299
- https://doi.org/10.1021/jo026843l
Abstract
The reaction of 3,3-dihexylcyclopropene 1 with carbon and amine pronucleophiles 2 in the presence of palladium catalysts proceeded smoothly to give the corresponding hydrocarbonation products 3, allylated nucleophiles, in good to high yields. For example, in the presence of catalytic amounts of Pd(PPh(3))(4) and dppf, the reaction of 3,3-dihexylcyclopropene with ethyl 2-cyanopropionate and ethyl 2-cyanophenylacetate gave ethyl 2-cyano-2-methyl-4-undecenoate and ethyl 2-cyano-2-phenyl-4-undecenoate in 82 and 86% yield, respectively.Keywords
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