2392-65-6Relevant academic research and scientific papers
Dakin-west reaction of n-thioacylprolines using trifluoroacetic anhydride: Novel access to 5-trifluoromethylthiazoles
Hagimoto, Yuri,Saijo, Ryosuke,Kawase, Masami
, p. 709 - 724 (2014)
The reaction between N-thioacylprolines and trifluoroacetic anhydride in the presence of pyridine afforded a good yield of 5-trifluoromethylthiazoles. This reaction proceeded through mesoionic 1,3-thiazolium-5-olates, followed by cleavage of the pyrrolidine ring and the formation of thiazoles, introducing a trifluoromethyl group at position 5 in the thiazole ring.
RHODIUM(II) CATALYZED CYCLIZATION OF DIAZO THIOCARBONYL COMPOUNDS FOR HETEROCYCLIC SYNTHESIS
Padwa, Albert,Kinder, Frederic R.,Nadler, William R.,Zhi, Lin
, p. 367 - 383 (2007/10/02)
The mesoionic thioisomuenchnone system was prepared from the rhodium(II) acetate catalyzed cyclization of a diazothioamide and was found to undergo smooth 1,3-dipolar cycloaddition with N-phenylmaleimide.In contrast to this system, the rhodium(II) reaction of α-diazo-β-oxo ester containing a thiocarbonyl group produced a cyclic thiocarbonyl ylide which extruded sulfur from a transient episulfide intermediate.
