INVESTIGADORES
PIRO Oscar Enrique
artículos
Título:
A serendipitous conversion in one step of 3H-1,2-dithiole-3-thione to (E)-3-[1-(alkylthio)alkylidene]-3H-1,2-dithiole: an experimental and theoretical study
Autor/es:
M. COUTO; M. CABRERA; G. A. ECHEVERRíA; O. E. PIRO; M. GONZáLEZ ; H. CERECETTO
Revista:
MOLECULAR DIVERSITY
Editorial:
SPRINGER
Referencias:
Lugar: Berlin; Año: 2014 vol. 18 p. 285 - 294
ISSN:
1381-1991
Resumen:
In the course of our studies on 3H-1,2-dithiole-3-thione derivatives synthesis, a serendipitous reactivity with á-haloketones, in presence of excess of potassium iodide, has been observed. Instead of the expected reaction of the nucleophile in a remote point of the molecule, we have obtained the product result of the electrophile character of the thiocarbonyl moiety on the 3-position of the 1,2-dithiole. In order to obtain an efficient protocol in terms of energy efficiency, the methodology has been studied under conventional and microwave heating with similar or better results in the second condition. Simplicity and great efficiency in this one-step transformation are some of the advantages of this reaction. Moreover, the results can be explained according to Pearson hard and soft acid base theory.
