
Shared posts
Strain-Promoted Oxidative Annulation of Arynes and Cyclooctynes with Benzamides: Palladium-Catalyzed C–H/N–H Activation for the Synthesis of N-Heterocycles
Synthesis of Biaryls through Aromatic CH Bond Activation: A Review of Recent Developments
Abstract
This review describes recent progress made in the rapidly developing field of C
H bond activation, in particular for syntheses of biaryls. The catalysts presented here provide convenient strategies for the direct arylation of arenes, via single or double C
H bond activation, leading to inter-, and intramolecular carbon-carbon bond formation. The literature from mid-2009 to December 2013 has been discussed.
Free-Radical Cascade Alkylarylation of Alkenes with Simple Alkanes: Highly Efficient Access to Oxindoles via Selective (sp3)C–H and (sp2)C–H Bond Functionalization
lemuleFree-Radical Cascade Alkylarylation of Alkenes with Simple Alkanes: Highly Efficient Access to Oxindoles via Selective (sp3)C–H and (sp2)C–H Bond Functionalization
Gold versus Palladium: A Regioselective Cycloisomerization of Aromatic Enynes
lemulesubstrate
Abstract
Aromatic enynes can be transformed into arylnaphthalenes or benzofulvenes depending on the reaction conditions. Under gold(I) catalysis, exclusive or major 6-endo-dig cyclization took place leading to arylnaphthalenes. However, a catalytic system based on palladium iodide/1,3-bis(diphenylphosphino)propane, in the presence of cesium carbonate as a base was necessary to furnish exclusively 5-exo-dig cyclization pattern, regardless of the electronic effects of the substituents. In the latter transformation, a mechanistic study (kinetic isotopic effect, density functional theory) involving a C
H activation is suggested for the exclusive formation of benzofulvenes.
