Synthesis of disulfides via sulfenylation of alkyl and aryldithiopyridine n-oxides

✍ Scribed by Derek H.R. Barton; Chen Chen; G. Michael Wall

• Book ID: 104204069
• Publisher: Elsevier Science
• Year: 1991
• Tongue: French
• Weight: 859 KB
• Volume: 47
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(01)86546-7

✦ Synopsis

Abstmct: Alkyl and aryldrthropyridine N-ondes were prepared by the reaction of2J'-dirhiopyridinr-I.I'-Loxide with various thiols m kgh yields. Some of :he nuxed distdjide products could in turn be used to sulfenylate @czently other rhiols Therefore, practical and eflcient synthetic methodsfor both symmetrical and unsymmerncal disuljides were developed D. H. R. BARTON et al. photolyticls decomposition product in solutions of 2-mercaptopyridine N-oxide. Its reactions with various thiols were investigated. Reactions of 2,2'-dithiodipyridine-l,l'dioxide, 1, with some thiols, 2, gave a mixed disulfide, 3, with the release of a stable thiohydroxamic acid as shown in Equation (1).