99099-57-7

Upstream product

• 42137-88-2 N,N-bis(2-chloroethyl)-p-toluenesulfonamide 
• 575501-45-0 4-chloro-1,2,5,6-tetrahydro-1-tosylpyridine 
• 98-80-6 phenylboronic acid 
• 346587-69-7 N-(buta-2,3-dien-1-yl)-4-methylbenzenesulfonamide 
• 772-47-4 benzyl ethyl sulfone 
• 98-59-9 p-toluenesulfonyl chloride 
• 5382-16-1 4-HYDROXYPIPERIDINE 
• 33439-27-9 N-tosyl-4-piperidone 
• 80213-12-3 1-[(4-methylbenzene)-sulfonyl]-4-piperidinol 

Downstream Products

• 1257268-48-6 C₁₈H₁₈FNO₂S 
• 897625-49-9 4-phenyl-1-(toluene-4-sulfonyl)-pyrrolidin-3-one 
• 877614-77-2 3-phenyl-1-p-toluenesulfonyl-1,2,5-trihydropyrrole 
• 83463-16-5 3-ethyl-4-phenylpyridine 
• 936630-01-2 5-(2-methoxyphenyl)-1-(4-methylphenylsulfonyl)-4-phenyl-1,2,5,6-tetrahydropyridine 
• 936630-03-4 5-(4-methoxyphenyl)-1-(4-methylphenylsulfonyl)-4-phenyl-1,2,5,6-tetrahydropyridine 
• 936630-00-1 5-(2-methylphenyl)-1-(4-methylphenylsulfonyl)-4-phenyl-1,2,5,6-tetrahydropyridine 
• 936630-02-3 5-(3-methoxyphenyl)-1-(4-methylphenylsulfonyl)-4-phenyl-1,2,5,6-tetrahydropyridine 
• 936630-34-1 phenyl-[3-phenyl-1-(toluene-4-sulfonyl)-pyrrolidin-3-yl]-methanone 

Relevant academic research and scientific papers

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

Synthesis of cis-3,4-diarylpiperidines and cis-3,4-diaryltetrahydropyrans

Substituted cis-3,4-diarylpiperidines and cis-3,4-diaryltetrahydropyrans are synthesized in modest overall yields starting from 4-aryl-1,2,5,6-tetrahydropyridines and 4-aryl-1,2,5,6-tetrahydropyrans via the following sequence: (1) pinacol-type ring contraction having the?combination of m-chloroperoxybenzoic acid and boron trifluoride etherate, (2) Grignard addition with arylmagnesium bromide reagents and followed by boron trifluoride etherate-mediated intramolecular ring-expanded rearrangement, and (3) hydrogenation with hydrogen on 10% palladium-activated carbon. A facile synthesis of 3,4-diarylpyridines was also described by base-induced aromatization.

Decarboxylative ring contractions and olefin insertions of vinyl oxazinanones

6-Vinyl oxazinanones undergo catalytic, diastereoselective, decarboxylative ring contraction to form vinyl azetidines in good yield. Performing the decarboxylation in the presence of Michael acceptors results in decarboxylative olefin insertion to provide

New synthesis of 3-arylpyrrolines

We present an easy and straightforward synthesis of 3-arylpyrrolines 4a-g by repeated treatment of 4-aryl-1,2,5,6-tetrahydropyridines 2a-g with m-chloroperoxybenzoic acid (MCPBA) and boron trifluoride etherate (BF 3-OEt2). The transformation proceeds via epoxidation, ring contraction, Baeyer-Villiger oxidation and elimination reaction and affords 3-arylpyrrolines 4a-g with 61-70% yield. This facile strategy was also used to synthesize racemic baclofen (6).