862659-20-9

Upstream product

• 98-83-9 isopropenylbenzene 
• 1415703-50-2 4-chloro-2-phenyl-1-tosyl-1,2,3,6-tetrahydropyridine 
• 98-80-6 phenylboronic acid 
• 2288-18-8 2-phenyl-1,3-butadiene 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 
• 862659-18-5 N-allyl-N-(1,3-diphenyl-but-3-enyl)-4-methyl-benzenesulfonamide 
• 258851-74-0 N-(1,3-diphenylbut-3-en-1-yl)-4-methylbenzenesulfonamide 

Downstream Products

• 862659-22-1 benzyl 2,4-diphenyl-3,6-dihydropyridine-1(2H)-carboxylate 

Relevant academic research and scientific papers

Asymmetric Aza-Diels–Alder Reaction with Ion-Paired—Iron Lewis Acid—Br?nsted Acid Catalyst

The development and use of a multiple-activation catalyst with ion-paired Lewis acid and Br?nsted acid in an asymmetric aza-Diels–Alder reaction of simple dienes (non-Danishefsky-type electron-rich dienes) was achieved by utilizing the [FeBr2]+[FeBr4]? combination prepared in situ from FeBr3 and chiral phosphoric acid. Synergistic effects of the highly active ion-paired Lewis acid [FeBr2]+[FeBr4]? and a chiral Br?nsted acid are important for promoting the reaction with high turnover frequency and high enantioselectivity. The multiple-activation catalyst system was confirmed using synchrotron-based X-ray absorption fine structure measurements, and theoretical studies. This study reveals that the developed catalyst promoted the reaction not only by the interaction offered by the ion-paired Lewis acid and the Br?nsted acid but also noncovalent interactions.

FeCl3 as an Ion-Pairing Lewis Acid Catalyst. Formation of Highly Lewis Acidic FeCl2+ and Thermodynamically Stable FeCl4- to Catalyze the Aza-Diels-Alder Reaction with High Turnover Frequency

The aza-Diels-Alder reaction of nonactivated dienes and imines was realized through the action of the ion-paired Lewis acid catalyst [FeCl2]+[FeCl4]- generated by the in situ disproportionation of FeCl3. The uniquely high reactivity of [FeCl2]+[FeCl4]- was attributed to both the highly Lewis acidic FeCl2+ and thermodynamically stable FeCl4- acting as an ion-paired catalyst. Synchrotron-based X-ray absorption fine structure measurements provided fundamental insights into the disproportionation and structure of the resulting ion-paired iron complex. A theoretical study was performed to analyze the catalytic reaction and better understand the "ion-pairing effect" which transforms simple FeCl3 into a high turnover frequency Lewis acid catalyst in the aza-Diels-Alder reaction of nonactivated dienes and imines.

Cobalt(III) porphyrin catalyzed aza-Diels-Alder reaction

An efficient protocol for the aza-Diels-Alder reaction of electron-deficient 1,3-dienes with unactivated imines in the presence of a cationic cobalt(III) porphyrin complex was developed. The transformation proceeded smoothly to afford the desired piperidi

FeCl3-catalyzed cyclization of α-sulfonamido-allenes with aldehydes - The substituent effect

FeCl3-catalyzed aza-Prins-cyclization reaction of α-sulfonamido-allenes with aldehydes afforded 1,2,3,6-tetrahydropyridine or 2,5-dihydro-1H-pyrrole derivatives efficiently and highly selectively. The different regioselectivity is probably caus

Imino-ene reaction of N-tosyl arylaldimines with α-methylstyrene: Application in the synthesis of important amines

Copper(II) or tin(II) trifluoromethanesulfonate in combination with TMSCl effectively activates a C-H bond for the imino-ene reaction of N-tosylarylaldimines with α-methylstyrene. A wide variety of N-tosylarylaldimines were used to give homoallylamines in