Abstract
Sulphides react with the stoicheiometric quantity of iodobenzene dichloride in aqueous pyridine between –40 and 20° to give high yields of the corresponding sulphoxides. The reaction applies to aliphatic, aromatic, and heterocyclic sulphides. The influence of electronic and steric effects is small. In vinylic sulphides containing electron-withdrawing groups β to the sulphur atom, oxidation is followed by heterolytic cleavage of the S–C(ethylenic) bond. An excess of reagent may lead to the formation of sulphones or chlorosulphoxides. Both reactions are much slower than mono-oxidation, so that, under the conditions indicated, oxidation of sulphides with one molar proportion of reagent leads exclusively to sulphoxides. Use of 18O-enriched water readily gives 18O-labelled sulphoxides.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
