A facile synthesis of 6,7-fused steroidal thiazoles via 1,3-intramolecular migration of bromine/allylic displacement of bromine

• MAHBOOB ALAM ; SURAIYA KHAN ^[1] ; MOHD SHAHEEN KHAN ^[1]
  1. [1] Aligarh Muslim University

     Aligarh Muslim University

     India

     
• Localización: Journal of the Chilean Chemical Society (Boletín de la Sociedad Chilena de Química), ISSN-e 0717-6309, ISSN 0366-1644, Vol. 53, Nº. 4, 2008, págs. 1714-1717
• Idioma: inglés
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• Resumen

  • 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.