2-(4-Pyridyl)ethyl as a Protective Group for Sulfur Functionality

Article abstract of DOI:10.1021/jo00375a029

2-(4-Pyridyl)ethyl sulfides have been prepared from a variety of alkyl and aryl thiols and from alkyl and acyl halides.These sulfides and their corresponding sulfoxides and sulfones were each depyridylethylated by quaternization and subsequent treatment with mild base to give respectively the thiols, sulfenic acids, sulfinic acids, and sulfenamides.During one of these protection-deprotection sequences, methyl 1-octyl sulfoxide was readily converted by aerial oxidation into the corresponding sulfone.