91061-30-2

Upstream product

• 5755-77-1 3-bromopropyl p-tolyl sulphone 
• 82777-13-7 3-p-tolylsulphonylpropyl benzenesulphonate 
• 882-33-7 diphenyldisulfane 
• 14633-55-7 cyclopropyl 4-methylphenyl sulfide 
• 82777-16-0 3-Methoxy-benzenesulfonic acid 3-(toluene-4-sulfonyl)-propyl ester 
• 82777-14-8 Toluene-3-sulfonic acid 3-(toluene-4-sulfonyl)-propyl ester 
• 19432-95-2 3-(4-methylphenyl)sulfonyl-1-chloropropane 
• 82777-17-1 3-Nitro-benzenesulfonic acid 3-(toluene-4-sulfonyl)-propyl ester 
• 82777-15-9 3-Chloro-benzenesulfonic acid 3-(toluene-4-sulfonyl)-propyl ester 

Downstream Products

• 51417-12-0 ((cyclopropylsulfonyl)methyl)benzene 

Relevant academic research and scientific papers

Base-Mediated Radical Borylation of Alkyl Sulfones

A practical and direct method was developed for the production of versatile alkyl boronate esters via transition metal-free borylation of primary and secondary alkyl sulfones. The key to the success of the strategy is the use of bis(neopentyl glycolato) diboron (B2neop2), with a stoichiometric amount of base as a promoter. The practicality and industrial potential of this protocol are highlighted by its wide functional group tolerance, the late-stage modification of complex compounds, no need for further transesterification, and operational simplicity. Radical clock, radical trap experiments, and EPR studies were conducted which show that the borylation process involves radical intermediates.

2-PYRIDONE DERIVATIVES AS INHIBITORS OF NEUTROPHILE ELASTASE

There are provided novel compounds of formula (I) wherein R?1?, R?4?, R?5?, G?1?, G?2?, X, L, Y?1?, Y?2? and n are as defined in the Specification and optical isomers, racemates and tautomers thereof, and pharmaceutically acceptable salts thereof; together with processes for their preparation, compositions containing them and their use in therapy. The compounds are inhibitors of neutrophil elastase.

Intramolecular Reactions. Part 12. Ring Size and Leaving Group Effects on Inter- and Intra-molecular Nucleophilic Substitution by Carbanions

In cyclisations of aryl ο-halogenoalkyl ketones to aryl cycloalkyl ketones with base, cyclopropanes are formed up to 23000 times faster than cyclopentanes.Hydrogen-deuterium exchange experiments and very low bromide-chloride ratios (1.9) for three-membered ring formation are consistent with rate-determining deprotonation of the ketone.By contrast, in five-membered ring formation, hydrogen-deuterium exchange adjacent to the carbonyl group occurs much faster than cyclisation and the chloride-bromide ratio is 'normal' at 99.In formation of arylsulphonylcyclopropanes from arylsulphonylpropyl arenesulphonates, the Hammett ρ value for the leaving group is +1.7, and for intermolecular substitution by bis-sulphonyl stabilised carbanions, +1.2.Attempts to obtain ρLG values for five-membered ring formation were frustrated by competing intermolecular reactions.The results are discussed against the background of previous work on ring formation by intramolecular nucleophilic substitution.

Comparison of Nucleofugalities in 1,2- and 1,3-Elimination Reactions

Ranks ( nucleofugalities) of Br, Cl, OSO2C6H4Me, SO2Ph, SPh, and OPh as leaving groups in sulphonylactivated cyclopropane-forming eliminations have been determined; a rectilinear correlation between rank and the pKa of the conjugate acid of the leaving group is found in direct contrast with behaviour in alkene-forming elimination.