68944-81-0Relevant academic research and scientific papers
Palladium-catalyzed oxidative activation of arylcyclopropanes
He, Zhi,Yudin, Andrei K.
, p. 5829 - 5832 (2007/10/03)
(Diagram presented) Palladium chloride-catalyzed intramolecular activation of electroneutral cyclopropane derivatives results in cleavage of the cyclopropane ring followed by formation of heterocyclic derivatives. Phenols, carboxylic acids, and amide groups were considered as substituents ortho to the cyclopropane ring in this catalytic activation chemistry. The regioselectivity observed in the case of amide-containing substrates was different from that of carboxylic acid-containing substrates, ruling out simple cyclopropane isomerization followed by a Wacker oxidation as the mechanistic pathway.
Effect of ether versus ester tethering on Heck cyclizations
Woodcock, Steven R.,Branchaud, Bruce P.
, p. 7213 - 7215 (2007/10/03)
Ether tethers allow Heck cyclizations to proceed in high yields. Ester tethers lead to low yields. Styrene trapping experiments indicate that ester reactions form viable organopalladium intermediates that cannot cyclize efficiently.
