C. Alvarez-Ibarra, M. Lopez-Ranz, M. I. López-Sánchez
1989
Citations
0
Influential Citations
6
Citations
Journal
Journal of The Chemical Society-perkin Transactions 1
Abstract
The reactivity of dimethyl N-(ethoxycarbonylmethyl)iminodithiocarbonate with aromatic aldehydes and reactive ketones has been studied. Ethyl 3-aryl-2-(methylthiocarbonylamino)acrylates (1) are obtained with aromatic aldehydes by ring-opening isomerization of the intermediate 5-aryl-4ethoxycarbonyl-2-methylthio-4,5-dihydro-1,3-oxazoles (2). With ketones it has been shown that the cycloalkanones give rise to the corresponding alkylidene derivatives by a reaction path identical with that of aromatic aldehydes, whereas hexafluoropropanone and 1,1,1-trifluoropropanone display duality in acting as both acylating reagents and carbonyl compounds.