Tsutomu Matsuura, T. Kunieda, T. Takizawa
Jun 25, 1977
Citations
0
Influential Citations
5
Citations
Journal
Chemical & Pharmaceutical Bulletin
Abstract
Telomers of vinylenecarbonate with tetrachloromethane, which possess the 4-chloro-1, 3-dioxolan-2-one structure as a terminal ring, underwent smooth and selective conversion with primary aliphatic amines into 5-substituted 4-hydroxy-2-oxazolidones whose chemical reactions with the aid of acids, dehydration and phenylation, led to the corresponding 4-oxazolin-2-ones and 4-phenyl-2-oxazolidones, respectively. Treatment of 5-trichloromethyl-2-oxazolidinone with zinc-methanol resulted in the exclusive formation of 5-dichloromethyl-2-oxazolidone, in contrast to the corresponding 1, 3-dioxolan-2-one system which suffered complete reductive ring-opening even under milder conditions.