532-64-9Relevant articles and documents
Synthese de cetones a partir de N-phenyl imidothioesters et par l'intermediaire de cetenimines
El-Jazouli, Mustapha,Lage, Nadia,Masson, Serge,Thuillier, Andre
, p. 883 - 888 (2007/10/02)
The thermal decomposition of metallated N-phenyl imidothioesters (lithium or magnesium alkylthio-enaminates generated by either deprotonation or 1,4-addition) led to ketenimines which were trapped in situ by organo-lithium or magnesium compounds to give metallated imines, readily hydrolysed into ketones.This sequence allowed the use of imidothioesters as acyl cation equivalents and also successive and regioselective > 1,3-additions of two different organometallics to an α-unsaturated imidothioester.Ar-turmerone, 2,6-dimethyl-2,7-octadien-4-one, iso-artemisia ketone, α-atlantone and other unsymmetrical ketones were synthesized by this procedure.