INFIQC   05475
INSTITUTO DE INVESTIGACIONES EN FISICO- QUIMICA DE CORDOBA
Unidad Ejecutora - UE
artículos
Título:
One-pot Synthesis of Alkyl Styryl Sulfides Free from Transition Metal/Ligand Catalyst and Thiols.DOI: 10.1002/ejoc.201201163
Autor/es:
ADRIÁN A. HEREDIA Y ALICIA B. PEÑÉÑORY
Revista:
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Editorial:
WILEY-V C H VERLAG GMBH
Referencias:
Lugar: Weinheim; Año: 2013 p. 991 - 997
ISSN:
1434-193X
Resumen:
A new protocol for the one-pot synthesis of styryl alkyl sulfides was developed. This methodology involves the in situ generation of thiolate anions by nucleophilic substitution between potassium thioacetate and alkyl halides followed by fragmentation. Further reactions of these thiolate anions with substituted (E,Z)--styryl halides afford the corresponding sulfides with retention of stereochemistry and from good to excellent yields. This procedure does not require catalyst, proceeds under mild conditions in short times, and is free from malodorous and air sensitive alkyl thiols.