463299-83-4

Upstream product

• 81616-80-0 (S)-2(2-methoxyphenyl)propionic acid 
• 93-25-4 2-methoxyphenylacetic acid 

Downstream Products

• 1146137-26-9 2-(2-methoxyphenyl)-N-methyl-N-phenylpropanamide 
• 1164334-49-9 N-(2-chlorophenyl)-2-(2-methoxyphenyl)-N-methylpropanamide 
• 1002357-06-3 N-(2-bromophenyl)-2-(2-methoxyphenyl)-N-methylpropanamide 
• 1276684-84-4 C₂₃H₂₂BrNO₂ 
• 463299-71-0 o-methoxyphenyl methyl ketene 

Relevant academic research and scientific papers

Synthesis of chiral N-heterocyclic carbene ligands with rigid backbones and application to the palladium-catalyzed enantioselective intramolecular α-arylation of amides

Chiral N-heterocyclic carbene (NHC) ligands having a 2,2′- bisquinoline-based C2 symmetric skeleton were developed. The ligands exhibited good enantioselectivity in palladium-catalyzed intramolecular α-arylation of amides to give 3,3-disubsituted oxindoles.

Oxindole synthesis by direct coupling of Csp2-H and C sp3-H centers

(Chemical Equation Presented) An sp2/sp3 get-together: A novel and efficient method can be used to synthesize 3,3-disubstitued oxindoles by the direct intramolecular oxidative coupling of an aryl Csp2-H and a Csp3-H center (see scheme; DMF = N,N-dimethylformamide).

IBiox[(-)-menthyl]: A sterically demanding chiral NHC ligand

(Figure Presented) An exceedingly sterically demanding, rigid, and chiral NHC ligand, IBiox[(-)-menthyl] (1), was prepared and structurally characterized. With a buried volume of 50percent, this ligand arguably represents one of the most sterically demanding monodentate ligands. The ability to use aryl chloride substrates in intramolecular palladium-catalyzed ,-arylations reveals its unique reactivity. Moreover, C2-symmetric 1 allows the highly enantioselective formation of oxindoles withup to 99percent ee.

Bulky chiral carbene ligands and their application in the palladium- catalyzed asymmetric intramolecular α-arylation of amides

(Chemical Equation Presented) Bring on the big cats: New, C 2-symmetric bulky N-heterocyclic carbene ligands bring major improvements in the palladium-catalyzed asymmetric intramolecular α-arylation of amides to give oxindoles (see picture, dba=trans,trans- dibenzylideneacetone), which are formed in high yield and excellent enantiomeric purity.