Isocyclic Compounds
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ChemInform Abstract: Contrasting Thermal Reactions of Allylic Sulfilimines and Phosphine Imides.
First published: May 30, 1989
Abstract
Phenyl allyl sulfide (I) reacts with sulfuryl chloride and aniline (II) to give the intermediate sulfilimine (III) which rearranges immediately, forming the sulfenamide (IV).
ChemInform Abstract
Phenyl allyl sulfide (I) reacts with sulfuryl chloride and aniline (II) to give the intermediate sulfilimine (III) which rearranges immediately, forming the sulfenamide (IV). In contrast to the unstable sulfilimine (III), the corresponding allylphosphine imide (VII) is stable enough to be analyzed spectroscopically. (VII) is synthesized by reaction of allyldiphenylphosphine (V) with phenyl azide (VI), and it rearranges at 30°C in solution to give the vinylphosphine imide (VIII).
