27326-46-1

Upstream product

• 27326-43-8 2-vinylbenzoic acid 
• 62-53-3 aniline 
• 28269-50-3 2-vinylbenzoic acid chloride 
• 119-67-5 o-carboxybenzaldehyde 
• 93-98-1 N-phenyl benzoyl amide 
• 86318-61-8 (tert-butyldimethylsilyl)acetylene 
• 2039-88-5 2-bromostyrene 
• 103-71-9 phenyl isocyanate 

Downstream Products

• 1427450-12-1 3-(fluoromethyl)-2-phenylisoindolin-1-one 
• 1578268-62-8 2-(1-fluoro-2-(p-tolyl)ethyl)-N-phenylbenzamide 
• 1578268-72-0 2-(2-(4-bromophenyl)-1-fluoroethyl)-N-phenylbenzamide 
• 6772-51-6 2-phenyl-3,4-dihydroisoquinolin-1(2H)-one 
• 520-03-6 N-phenylphthalimide 
• 19339-67-4 2,3-dihydro-3-methylene-2-phenyl-1H-isoindol-1-one 

Relevant academic research and scientific papers

Switchable Chemoselectivity of Reactive Intermediates Formation and Their Direct Use in A Flow Microreactor

A chemoselectivity switchable microflow reaction was developed to generate reactive and unstable intermediates. The switchable chemoselectivity of this reaction enables a selection for one of two different intermediates, an aryllithium or a benzyl lithium, at will from the same starting material. Starting from bromo-substituted styrenes, the aryllithium intermediates were converted to the substituted styrenes, whereas the benzyl lithium intermediates were engaged in an anionic polymerization. These chemoselectivity-switchable reactions can be integrated to produce polymers that cannot be formed during typical polymerization reactions.

Synthesis of Isoindolinones through Intramolecular Amidation of ortho-Vinyl Benzamides

A synthetic approach of isoindolinones through intramolecular amidation of ortho-vinyl benzamides was reported. A variety of N-aryl isoindolinone derivatives were prepared in moderate to excellent yields using perfluorobutyl iodide as oxidant. (Figure pre

Tandem Reaction Approaches to Isoquinolones from 2-Vinylbenzaldehydes and Anilines via Imine Formation-6π-Electrocyclization-Aerobic Oxidation Sequence

Two distinctive transition-metal-promoted aerobic oxidation protocols have been developed for the synthesis of isoquinolones from 2-vinylbenzaldehydes and aniline derivatives. Thus, the one-pot tandem reaction sequence of imine formation, thermal 6π-electrocyclization, followed by either Cu(OAc)2-mediated or Pd(OAc)2-catalyzed aerobic oxidation protocol allowed the ready access to isoquinolone derivatives. The control experiments revealed that the 1,2-dihydroisoquinoline intermediates from the 6π-electrocyclization of 1-azatrienes were aerobically oxidized to isoquinolones in the presence of either Cu(OAc)2 or Pd(OAc)2 catalyst.

Study on the ArI-catalyzed intramolecularoxy-cyclization of 2-alkenylbenzamides to benzoiminolactones

A new intramolecularoxy-cyclization of 2-alkenylbenzamides catalyzed by ArI has been developed. This protocol is highlighted by its metal-free catalytic system and extremely short reaction time, providing efficient and straightforward access to various benzoiminolactones in good to excellent yields. Interestingly, a regioselective transformation occurred when using two different reaction systems. Mechanistic studies suggested thatmCPBA acts as both oxidant and ligand at the IIIIcenter, and the Lewis acid BF3accelerated ligand exchange and reductive elimination in the catalytic process.

Copper-Catalyzed Modular Amino Oxygenation of Alkenes: Access to Diverse 1,2-Amino Oxygen-Containing Skeletons

Copper-catalyzed alkene amino oxygenation reactions using O-acylhydroxylamines have been achieved for a rapid and modular access to diverse 1,2-amino oxygen-containing molecules. This transformation is applicable to the use of alcohols, carbonyls, oximes, and thio-carboxylic acids as nucleophiles on both terminal and internal alkenes. Mild reaction conditions tolerate a wide range of functional groups, including ether, ester, amide, carbamate, and halide. The reaction protocol allows for starting with free amines as the precursor of O-benzoylhydroxylamines to eliminate their isolation and purification, contributing to broader synthetic utilities. Mechanistic investigations reveal the amino oxygenation reactions may involve distinct pathways, depending on different oxygen nucleophiles.

Cobalt(III)-Catalyzed C?H Activation: Counter Anion Triggered Desilylative Direct ortho-Vinylation of Secondary Benzamides

A Co(III)-catalyzed counter anion triggered desilylative direct ortho-vinylation of secondary benzamides is reported. The reaction furnishes the alkenylated product, exclusively, and no formation of the possible cyclic products was observed. Mechanistic studies suggest that the counter anion, [SbF6]?, plays a crucial role in the desilylation. The utility of alkynylsilanes instead of terminal alkynes turned out to be a potential and practical approach to obtain the corresponding vinylated products. The developed methodology is compatible with a variety of functional groups. (Figure presented.).

Intramolecular Hydroamidation of ortho-Vinyl Benzamides Promoted by Potassium tert-Butoxide/N,N-Dimethylformamide

An intramolecular hydroamidation of ortho-vinyl benzamides had been developed. The reaction was promoted efficiently by potassium tert-butoxide and N,N-dimethylformamide without the need for strong oxidants or transition-metal catalysts. A series of dihyd

Asymmetric palladium-catalyzed directed intermolecular fluoroarylation of styrenes

A mild catalytic asymmetric direct fluoro-arylation of styrenes has been developed. The palladium-catalyzed three-component coupling of Selectfluor, a styrene and a boronic acid, provides chiral monofluorinated compounds in good yield and in high enantiom

Catalytic hydroamination of unactivated olefins using a Co catalyst for complex molecule synthesis

Functional group tolerance is one of the important requirements for chemical reactions, especially for the synthesis of complex molecules. Herein, we report a mild, general, and functional group tolerant intramolecular hydroamination of unactivated olefins using a Co(salen) complex, an N-fluoropyridinium salt, and a disiloxane reagent. This method, which was carried out at room temperature (or 0 °C), afforded three-, five-, six-, and seven-membered ring nitrogen-containing heterocyclic compounds and was compatible with diverse functional groups.

Silver-catalyzed radical aminofluorination of unactivated alkenes in aqueous media

We report herein a mild and catalytic intramolecular aminofluorination of unactivated alkenes. Thus, with the catalysis of AgNO3, the reactions of various N-arylpent-4-enamides with Selectfluor reagent in CH 2Cl2/H2/