Artigo Revisado por pares

Carbopalladation des alkylidenecyclopropanes-I capture intermoleculaire de l'organopalladique intermediaire

1988; Elsevier BV; Volume: 44; Issue: 18 Linguagem: Inglês

10.1016/s0040-4020(01)81438-1

ISSN

1464-5416

Autores

Guy Fournet, Geneviève Balme, J. GORÉ,

Tópico(s)

Catalytic Cross-Coupling Reactions

Resumo

The reaction of methylenecyclopropane and 1-cyclopropylidene pentane with iodobenzene or 2-bromopropene and a delocalized anion (issued from malonate or from a β-sulfonyl ester) in the presence of catalytic amounts of a palladium (O) complex leads to conjugated dienes or to styrenes 5 ,6 ,8 or 9. These compounds are probably issued of the capture of a II-allylic complex which results from the rearrangement of the initially formed α-cyclopropanic σ-palladic complex. The same reaction with 7-methylene bicyclo [4,1,0] heptane 3 behaves differently since the formation of a II-allyl palladium complex is forbidden by stereochemical factors.

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