13379-99-2

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 13380-02-4 N-(3-iodo-propyl)-4-methyl-benzenesulfonamide 
• 6276-54-6 3-chloropropylamine hydrochloride 
• 18522-92-4 sodium p-toluenesulfonamide 
• 627-30-5 1-chloro-3-hydroxypropane 
• 3245-95-2 N-(3-bromo-propyl)-4-methyl-benzenesulfonamide 
• 13379-98-1 3-[N-(4-methylphenylsulfonyl)amino]propan-1-ol 

Downstream Products

• 1283728-03-9 C₁₄H₁₈INO₄S 
• 1283728-02-8 C₁₄H₁₈ClNO₄S 
• 10019-95-1 N-tosylpyrrolidinone 
• 155536-77-9 S-<3-(p-Tolylsulfonylamino)propyl>xanthogensaeure-ethylester 
• 7730-45-2 1-(toluene-4-sulfonyl)azetidine 
• 1423757-96-3 C₁₇H₂₈N₂O₃S 
• 1423757-95-2 C₂₁H₂₂N₂O₃S 
• 1423757-94-1 C₂₁H₂₂N₂O₃S 
• 1160749-95-0 3-azido-N-tosylpropan-1-amine 
• 1423757-93-0 C₁₈H₂₂N₂O₄S 
• 1423757-92-9 C₁₈H₂₂N₂O₄S 
• 1423757-91-8 C₁₈H₁₉N₃O₃S 
• 1423757-89-4 C₁₇H₁₉ClN₂O₃S 

Relevant academic research and scientific papers

Anionic Ring-Opening Polymerization of N-(tolylsulfonyl)azetidines to Produce Linear Poly(trimethylenimine) and Closed-System Block Copolymers

The anionic ring-opening copolymerization of N-(p-tolylsulfonyl)azetidine (pTsAzet) and N-(o-tolylsulfonyl)azetidine (oTsAzet) produces poly(pTsAzet-co-oTsAzet) as a statistical copolymer. The pTsAzet/oTsAzet copolymerization is living and allows for the synthesis of poly(sulfonylazetidine) of target molecular weights with narrow dispersities. 1H NMR spectroscopy was used to monitor the kinetics of the polymerization and estimate the monomer reactivity ratios. It was found that the reactivity ratios for oTsAzet and pTsAzet at 180 °C are 1.66 and 0.60, respectively. The tosyl groups of p(pTsAzet-co-oTsAzet) were reductively removed to produce linear poly(trimethylenimine) (LPTMI). This represents the first route to LPTMI of controlled molecular weight and low dispersity. Finally, the slow kinetics of the sulfonylazetidine polymerization facilitated the synthesis of a block copolymer without requiring the sequential addition of monomer. Specifically, pTsAzet, oTsAzet, and (N-p-toluenesulfonyl-2-methylaziridine) (pTsMAz) were combined in solution. pTsMAz selectively polymerizes to form the first block at moderate temperature. After consumption of pTsMAz, the temperature was increased to copolymerize pTsAzet and oTsAzet and produce the block copolymer p(pTsMAz)-b-p(pTsAzet-co-oTsAzet).

Catalyst-Free Visible-Light-Mediated Iodoamination of Olefins and Synthetic Applications

Herein we report a catalyst- and metal-free visible-light-mediated protocol enabling the iodoamination of miscellaneous olefins. This protocol is characterized by high yields under environmentally benign reaction conditions utilizing commercially available substrates and a green and biodegradable solvent. Furthermore, the protocol allows for late-stage functionalization of bioactive molecules and can be scaled to gram quantities of product, which offers manifold possibilities for further transformations, including morpholine, piperidine, pyrrolidine, and aziridine synthesis.

Synthesis and bioevaluation of new 5-benzylidenethiazolidine-2,4-diones bearing benzenesulfonamide moiety

Two series of new 5-benzylidenethiazolidine-2,4-diones bearing benzenesulfonamide moiety were designed and synthesized. The synthesized compounds were evaluated for several biological activities, including cytotoxicity, histone deacetylation, and protein

A formal metal-free N-arylation via the Schmidt reaction of aromatic aldehydes with an azido amine

A formal metal-free N-arylation of aromatic aldehydes with 3-azido-N-tosylpropan-1-amine through the Schmidt process was realized in the presence of acids. TfOH was found to be a good promoter, and the exclusive 1,2-aryl migration was observed. Furthermor

Nickel-catalyzed reductive cyclization of organohalides

A mild and convenient nickel-catalyzed method for free-radical cyclization of organohalides is described. The use of a NiCl2DME/Pybox complex as the catalyst and zinc powder in methanol efficiently promotes the reductive cyclization of various

RING-CLOSURE REACTIONS. XXV. WHY ARE STRAINED SMALL RINGS SO EASILY FORMED IN INTRAMOLECULAR NUCLEOPHILIC SUBSTITUTION REACTIONS?

The leaving group effect (kBr/kCl) has been determined for two typical series of SN2 cyclisation reactions in the ring size range of 3 to 6 in order to probe the effect of ring strain on transition state structure.The general increase of the magnitude of the leaving group effect on going from the less strained to the more strained ring systems indicates that bond making and bond breaking is significant also in the small ring transition states.The apparent unimportance of strain in the products to the ease of closure of the smallest rings is tentatively explained by the hypothesis that the adverse effect of ring strain is partially offset by a significant reduction of non-bonded interactions in the transition states.