Stepwise cycloadditions of mesoionic systems: thionation of thioisomünchnones by isothiocyanates.
An unusual thionation strategy of mesoionic compounds with aryl isothiocyanates enables a facile synthesis of 1,3-thiazolium-4-thiolate systems. The mechanistic pathway of such a transformation most likely involves a stepwise 1,3-dipolar cycloaddition, which is supported by theoretical calculations performed with a two-layer hybrid method (B3LYP/6-31G(d):PM3).
Cantillo
David
D
Departamento de Química Orgánica e Inorgánica, QUOREX Research Group, Facultad de Ciencias, Universidad de Extremadura, Badajoz, Spain. dcannie@unex.es
Avalos
Martín
M
Babiano
Reyes
R
Cintas
Pedro
P
Jiménez
José L
JL
Light
Mark E
ME
Palacios
Juan C
JC