6461-76-3Relevant articles and documents
A new effective synthesis of arene mono- and disulfonyl chlorides
Barbero, Margherita,Bazzi, Stefano,Cadamuro, Silvano,Dughera, Stefano,Magistris, Claudio,Venturello, Paolo
supporting information; experimental part, p. 1803 - 1806 (2010/10/20)
Arene mono- and disulfonyl chlorides have been easily synthesized starting from the corresponding anilines via aqueous oxidative chlorination of S-aryl O-ethyl dithiocarbonates intermediates, aryl methyl sulfides, or from arenethiols. Georg Thieme Verlag Stuttgart.
Selective, Electrophilic Fluorinations Using N-Fluoro-o-benzenedisulfonimide
Davis, Franklin A.,Han, Wei,Murphy, Christopher K.
, p. 4730 - 4737 (2007/10/02)
The synthesis of N-fluoro-o-benzenedisulfonimide (NFOBS, 2) and its use as an "electrophilic" fluorinating reagent with nucleophilic substrates is described and compared with that of N-fluorobenzenesulfonimide (NFSi, 3).NFOBS (2) is prepared in three steps in 81percent overall yield from commercially available o-benzenedisulfonic acid (4) and involves treatment of o-benzenedisulfonimide (6) with dilute fluorine (10percent F2/N2).Reaction of 2 with metal enolates, silyl enol ethers, and 1,3-dicarbonyl compounds affords the corresponding α-fluoro compounds in yields up to 95percent, with good control of mono- and difluorination.Fluorination of ortho-metalated aromatic compounds was achieved in modest to good yields (10-80percent).While the reactivities of 2 and 3 are similar, better yields were observed with the former reagent in the fluorination of metal enolates, Grignard and lithium reagents, while 3 gave better results with the ortho-lithiated aromatic substrates.The available evidence suggests an SN2-type mechanism for the fluorination of nucleophilic substrates by these reagents.
A CONVENIENT SYNTHESIS OF 1,2-BENZENEDISULPHONYL CHLORIDE
Barbero, Margherita,Degani, Iacopo,Fochi, Rita,Regondi, Valeria
, p. 165 - 166 (2007/10/02)
A new method for the synthesis of 1,2-benzenedisulphonyl chloride starting from anthranilic acid, via 2-(3-methylbutoxy)-1,3-benzodithiole or 1,3-benzodithiolium tetrafluroborate is described.