Journal of the Chilean Chemical Society
versão On-line ISSN 0717-9707
ALAM, MAHBOOB; KHAN, SURAIYA e SHAHEEN KHAN, MOHD. A FACILE SYNTHESIS OF 6,7-FUSED STEROIDAL THIAZOLES VIA 1,3-INTRAMOLECULAR MIGRATION OF BROMINE/ALLYLIC DISPLACEMENT OF BROMINE. J. Chil. Chem. Soc. [online]. 2008, vol.53, n.4, pp. 1714-1717. ISSN 0717-9707. http://dx.doi.org/10.4067/S0717-97072008000400017.
A facile synthesis of an array of 6,7-fused steroidal thiazoles (4-9) is reported. Replacement of lachrymatory 7-bromosteroidal ketones (4a) with readily accessible 5-bromosteroidal ketones (1-3), as a starting material, on simple condensation with thiourea or phenylthiourea gives the thiazole fused ring producís. The producís have been characterized on the basis of microanalytical and spectral data, which find support in some cases from comparison with previously known samples. A rationalization for the routes of conversión is given, based on current and previous results.
Palavras-chave : Steroidal thiazoles; lachrymatory; phenylthiourea; IR spectroscopy.