IQUIR   05412
INSTITUTO DE QUIMICA ROSARIO
Unidad Ejecutora - UE
artículos
Título:
A convenient eco-friendly system for the synthesis of 5-sulfenyl tetrazole
Autor/es:
FORTES, M. P.; BASSACO, M. M.; KAUFMAN, T. S.; SILVEIRA, C. C.
Revista:
RSC Advances
Editorial:
Royal Society
Referencias:
Lugar: Londres; Año: 2014 vol. 4 p. 34519 - 34530
ISSN:
2046-2069
Resumen:
The use of CeCl3.7H2O in polyethyleneglycol 400 (PEG-400), as an efficient and eco-friendly promoter system for the convenient synthesis of 5-sulfenyl tetrazoles derived from indoles and pyrroles, is reported. The synthesis entails the [3+2] cycloaddition reaction of NaN3 with 3-thiocyanato indoles (including 3,3´-di-thiocyanato-1H,1H´,2,2´-biindoles) and 2-thiocyanato pyrroles. The thiocyanates were conveniently obtained by the oxone-mediated thiocyanation of diversely substituted starting indoles, 1H,1H?,2,2´-biindoles and N-aryl pyrroles with NH4SCN. The scope and limitations of the transformation were also studied.