89876-11-9Relevant articles and documents
Visible Light Induced Br?nsted Acid Assisted Pd-Catalyzed Alkyl Heck Reaction of Diazo Compounds and N-Tosylhydrazones
Dubrovina, Anastasiia,Gevorgyan, Vladimir,Kvasovs, Nikita,Zhang, Ziyan
supporting information, (2021/11/30)
A mild visible light-induced palladium-catalyzed alkyl Heck reaction of diazo compounds and N-tosylhydrazones is reported. A broad range of vinyl arenes and heteroarenes with high functional group tolerance, as well as a range of different diazo compounds, can efficiently undergo this transformation. This method features Br?nsted acid-assisted generation of hybrid palladium C(sp3)-centered radical intermediate, which allowed for new selective C?H functionalization protocol.
Cp*Ru(II) and Cp*Ru(IV)-catalyzed reactions of CHX with vinyl C-H bonds: Competition between double bond homologation and olefin cyclopropanation by alkyl diazoacetate
Simal, Francois,Demonceau, Albert,Noels, Alfred F.,Knowles,O'Leary, Shane,Maitlis, Peter M.,Gusev
, p. 163 - 170 (2007/10/03)
When diazoesters are used as carbene precursors, new Ru(II) and Ru(IV) complexes bearing various substitutents tethered ligands mediate the formal carbene insertion into C-H vinyl bonds of (substituted) styrenes to yield mostly E- and Z-styrylacetic esters (e.g. 4-phenylbut-3-enoates with styrene). This rarely observed reaction competes with the cyclopropanation of the double bond. The influence of steric and electronic factors on the two competitive reactions is reported. The observation that the most efficient C-H insertion catalysts also promote the ROMP of norbornene lend support to the formation of ruthenacyclobutanes as reaction intermediates.
