Xanthates as Thiol Surrogates for Nucleophilic Substitution with Aryl Halides
作者:Anatolii I. Sokolov、Andrey A. Mikhaylov、Nadezhda S. Baleeva、Mikhail S. Baranov
DOI:10.1002/ejoc.202100647
日期:2021.8.13
We herein report an unprecedented xanthate-based protocol for the preparation of aryl-alkyl thioethers. Heating xanthates with aryl halides and namely cesium carbonate in methanol provides the target thioethers in generally good yields within short reaction times. This method allows one to avoid contact with odorous thiols and also to introduce substituents of which the corresponding thiols are virtually
Reaction of S-alkyl O-ethylxanthates ( S-alkyl O-ethyldithiocarbonates) with catalytic Vilsmeier reagent generated in situ from N-formylmorpholine (morpholine-4-carbaldehyde) gives S-alkyl chlorothioformates in good yields.