202660-92-2Relevant academic research and scientific papers
Synthesis of benzothiophene analogues of ketoconazole and itraconazole
Bolos, Jordi,Gubert, Santiago,Anglada, Lluis,Sacristan, Aurelio,Ortiz, Jose A.
, p. 1709 - 1713 (1997)
The synthesis of the benzothiophene analogues of the orally active antifungal agents ketoconazole and itraconazole 3a and 3b is reported. The key heterocyclic system 3-(1-piperazinyl)benzo[b]thiophene is prepared by formation of the enamine between a benzothienone and ethyl 1- piperazinecarboxylate. After elaboration of the respective N-substituents, the methoxy group is cleaved with boron tribromide, and O-alkylated with the corresponding mesylates.
