Reactions of trimethylsilyl isocyanate and isothiocyanate with 3-(dialkylamino)-2H-azirines. A facile synthesis of 1-unsubstituted 4-(dialkylamino)imidazolin-2-ones and 4-(dialkylamino)imidazoline-2-thiones
Reactions of trimethylsilyl isocyanate and isothiocyanate with 3-(dialkylamino)-2H-azirines. A facile synthesis of 1-unsubstituted 4-(dialkylamino)imidazolin-2-ones and 4-(dialkylamino)imidazoline-2-thiones
been prepared by the reaction of tertiary amides with phosgene. The toxicity of the latter led us to systematically investigate new synthetic routes towards α-chloro- and α-bromoenamines. The reactions of various halogenating agents (SOCl2, diphosgene, triphosgene, OPCl3, OPBr3) with tertiary amides followed by the addition of triethylamine have been studied. Thionyl chloride was found unsuitable for