%0 Journal Article
%T Synthesis and Characterization of some New Mesoionic 1,3-Thiazolium-5-thiolates via Cyclodehydration and in situ 1,3-Dipolar Cycloaddition/Cycloreversion
%A Bruno Freitas Lira
%A Petr£¿nio Filgueiras De Athayde Filho
%A Joseph Miller
%A Alfredo Mayall Simas
%A Aderson De Farias Dias
%A Maria Joaquina Vieira
%J Molecules
%D 2002
%I MDPI AG
%R 10.3390/71100791
%X The title compounds were synthesized from C-aryl-N-methylglycines by Naroylation followed by a cyclodehydration to form the corresponding 1,3-oxazolium-5-olates. These were not isolated but converted to the title compounds by an in situ 1,3-dipolar cycloaddition/cycloreversion sequence using carbon disulphide. We have studied the cyclodehydration step using acetic anhydride, trifluoroacetic anhydride and 1,3-dicyclohexylcarbodiimide (DCC) at temperatures not exceding 60oC. Trifluroacetic anhydride proved to be the best reagent, giving a better yield and more easily purified products, although yields were also acceptable with the other two reagents.
%K Mesoionic 1
%K 3-thiazolium-5-thiolates
%K Synthesis
%K Characterization
%U http://www.mdpi.com/1420-3049/7/11/791