Palladium-catalyzed hydrocarbonation and hydroamination of 3,3-dihexylcyclopropene with pronucleophiles

Itaru Nakamura, Gan B. Bajracharya, Yoshinori Yamamoto

Research output: Contribution to journalArticlepeer-review

64 Citations (Scopus)


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(PPh3)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.

Original languageEnglish
Pages (from-to)2297-2299
Number of pages3
JournalJournal of Organic Chemistry
Issue number6
Publication statusPublished - 2003 Mar 21

ASJC Scopus subject areas

  • Organic Chemistry


Dive into the research topics of 'Palladium-catalyzed hydrocarbonation and hydroamination of 3,3-dihexylcyclopropene with pronucleophiles'. Together they form a unique fingerprint.

Cite this