205446-88-4Relevant articles and documents
Ring opening of methylenecyclopropane moieties in the palladium-catalyzed cross-coupling of methylenecyclopropyl bromides with metallated CH-acidic compounds
Brandl, Melanie,Kozhushkov, Sergei I.,Braese, Stefan,De Meijere, Armin
, p. 453 - 457 (1998)
Palladium-catalyzed cross-coupling reactions of bromo(methylenecyclopropanes) Ic, 2c with the sodium enolate of dimethyl malonate 4a and the chlorozinc enolates of the glycine equivalent (diphenylmethyleneamino)acetate 4c and diethyl malonate 4d, respectively, have been found to proceed with opening of the three-membered ring in each case, to give the corresponding dienyl-substituted CH-acidic compounds 5-7 in moderate to good yields. On the other hand, coupling of bicyclopropylidenylzinc chloride (2d) with diethyl bromomalonate (4e) and the electrophilic glycine equivalent ethyl 2-acetoxy-2-(diphenylmethyleneamino)acetate (4f) gave 7 and 6 in 27 and 29% yield, respectively.