105464-53-7

Upstream product

• 492-37-5 hydratropic acid 
• 51491-68-0 2-phenylacrylyl chloride 
• 100-61-8 N-methylaniline 
• 349081-36-3 (+/-)-N-(2-bromophenyl)-N-methyl-2-phenylpropamide 
• 25145-43-1 2-phenylpropionyl chloride 

Downstream Products

• 42773-95-5 1,3-dimethyl-3-phenylindolin-2-one 

Relevant academic research and scientific papers

Rhodium-Catalyzed Enantioselective Reductive Arylation: Convenient Access to 3,3-Disubstituted Oxindoles

A rhodium-Josiphos(L*) catalyzed enantioselective intramolecular hydroarylation reaction is described. The reductive cyclization of o-bromoaniline-derived acrylamides provides convenient access to 3,3-disubstituted oxindoles in good yields and with excell

Development of an N-heterocyclic carbene ligand based on concept of chiral mimetic

Development of a new N-heterocyclic carbene ligand based on the concept of a chiral mimetic is described. In Pd-catalyzed enantioselective intramolecular α-arylation of N-(2-bromophenyl)-N-methyl-2-arylpropanamide, (4R,5R)-4,5-diphenyl-1,3-diadamantylmeth

Transition metal and base-free synthesis of 3,3-diaryl-2-oxindoles from 2,2,N-triarylacetamides

A transition metal and base-free synthesis of 3,3-diaryl-2-oxindoles has been developed from 2,2,N-triarylacetamides in the presence of montmorillonite K-10 in 1,2-dichlorobenzene under O2 balloon atmosphere.

Copper(ii) chloride mediated (aza)oxindole synthesis by oxidative coupling of Csp2-H and Csp3-H centers: Substrate scope and DFT study

A CuCl2 mediated direct intramolecular oxidative coupling of Csp2-H and Csp3-H centers gives access to 3,3-disubstituted oxindoles containing aromatic, heteroaromatic and alkyl substituents as well as a heteroatom at the quaternary center in good to excellent yields. The reaction is carried out in the presence of NaOtBu and CuCl2 in DMF at 110 °C. The key step of this reaction is the formation of an amidyl radical by one electron oxidation of amide enolate followed by an intramolecular radical cyclization reaction (homolytic aromatic substitution reaction). A detailed DFT study shows that the cyclization of the amidyl radical is the rate-limiting step in the oxindole synthesis, whereas the second single electron transfer (SET) becomes the rate-determining step in the aza-oxindole formation. Computational data are in agreement with the experimentally observed relative reactivity and regioselectivity.

Six-membered, chiral NHCs derived from camphor: Structure-reactivity relationship in asymmetric oxindole synthesis

A series of three chiral, expanded six-membered NHC-palladium(II) complexes was prepared with successively increased sterical demand, while retaining natural d-(+)-camphor as a chiral motif. The catalysts showed different reaction profiles in the asymmetr

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).