Нові оксазоліни з сульфолановим фрагментом

Oxazolines are widely used as synthons for medicines and their production, as protection for structural fragments of reaction centers, as well as ligands. We for the first time examined the ability of  cis - and  trans -3-hydroxy-4-aminosulfolanov to form oxazolines. Oxazolines are formed by cyclization of the corresponding N-acyl derivatives of  trans -3-hydroxy-4-aminosulfolan under reflux in thionyl chloride; amides of  cis -isomer aminoalcohol under the same conditions of the reaction do not formed identically product. These results confirm that the oxazoline cycle formed by realization of intramolecular S N 2- mechanism using thionyl chloride as dehydrating agent; alternative mechanism (the attack of the hydroxyl group on carbon of amide group) can not be realized using the microwave radiation reaction mass.