1491270-75-7

Upstream product

• 106-42-3 para-xylene 
• 15796-89-1 N-methyl-N-phenylmethacrylamide 
• 104-81-4 4-Methylbenzyl bromide 
• 959571-89-2 N-isopropyl-N-(4-methylbenzyl)propan-2-amine 

Relevant academic research and scientific papers

Discovery of an Oxidative System for Radical Generation from Csp3-H Bonds: A Synthesis of Functionalized Oxindoles

A facile and versatile method for generating radicals from Csp3-H bonds under metal-free and organic-peroxide-free conditions was developed. By combining safe persulfate and low-toxic quaternary ammonium salt, a wide variety of Csp3-H compounds including ethers, (hetero)aromatic/aliphatic ketones, alkylbenzenes, alkylheterocycles, cycloalkanes, and haloalkanes were selectively activated to generate the corresponding C-centered radicals, which could be further captured by N-arylacrylamides to deliver the valuable functionalized oxindoles. Good functional group tolerance was demonstrated. The useful polycarbonyl compound and esters were also modified with the strategy. Moreover, the combination can also be applied to the practical coupling between simple haloalkanes and N-hydroxyphthalimide (NHPI).

Nickel-Catalyzed Alkylarylation of Activated Alkenes with Benzyl-amines via C?N Bond Activation

A nickel-catalyzed alkylarylation of active alkenes with tertiary benzylamines was achieved by charge-transfer-complex promoted C?N bond activation. The reaction proceeded through initial Ni-catalyzed C?N bond activation, followed by sequential radical addition, redox and proton abstraction with cleaved amine moiety in the absence of oxidant, and provides an efficient method to prepare various alkyl-substituted oxindoles and dihydroquinolinones in good yields.

Palladium-catalyzed alkylarylation of acrylamides with unactivated alkyl halides

An efficient palladium-catalyzed alkylarylation of acrylamides with unactivated alkyl halides has been developed. This method is highlighted by its broad substrate scope and excellent functional group tolerance. In addition to alkyl halides, fluoroalkyl halides and benzyl bromides also participated well in this transformation. A detailed mechanistic investigation suggests that a radical pathway is probably involved in the cyclization process.

Oxidant-Free Rhodium(I)-Catalyzed Difunctionalization of Acrylamide: An Efficient Approach to Synthesize Oxindoles

(Figure Presented) The first rhodium(I)-catalyzed difunctionalization of arylacrylamides to synthesize oxindoles is developed, and it does not require the assistance of an oxidant. This method provides an efficient approach to generate various useful functionalized oxindoles, some of which cannot be easily accessed by previous approaches.

Free-radical cascade Alkylarylation of Alkenes with simple Alkanes: Highly efficient access to Oxindoles via selective (sp3)C-H and (sp 2)C-H Bond functionalization

A copper-catalyzed alkylarylation of alkenes with simple alkanes was achieved, which not only provided an efficient method to prepare various alkyl-substituted oxindoles, but also represented a novel strategy for selective sp3 C-H functionalization/C-C bond formation via a free-radical cascade process. Additionally, selective activation of unactivated (sp 3)C-H and (sp2)C-H bonds by one single step is achieved in this system, which would also provide a novel strategy for raising efficiency in C-H bond functionalization.

Copper-catalyzed oxidative benzylarylation of acrylamides by benzylic C-H bond functionalization for the synthesis of oxindoles

Radically changing benzyls: An efficient method for the benzylarylation of activated alkenes has been developed through a copper-catalyzed tandem radical addition/cyclization strategy (see scheme). This oxidative coupling between acrylamides and benzylic hydrocarbons provides access to diverse alkyl-substituted oxindoles in good to excellent yields. A variety of functional groups were tolerated in this transformation (TBPB=tert-butylperoxy benzoate). Copyright

Oxidative 1,2-difunctionalization of activated alkenes with benzylic C(sp3)-H bonds and aryl C(sp2)-H bonds

DTBP (di-tert-butyl peroxide) is utilized to mediate oxidative 1,2-difunctionalization of activated alkenes with an aryl C(sp2)-H bond and a benzylic C(sp3)-H bond for the synthesis of functionalized oxindoles. This reaction is a new organomediated strategy for alkene difunctionalization facilitated by Lewis acids. The Royal Society of Chemistry 2013.