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Paper | Regular issue | Vol 53, No. 3, 2000, pp.571-577
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8748
Synthesis of New Heterocyclic Systems: Spirothiadiazolepyrazolo[1,5,4-ef ][1,5]benzodiazepines

El Mostapha Rakib, Mohammed Benchidmi, El Mokhtar Essassi, Abdelaziz El Bouadili, Mostafa Khouili, Jean M. Barbe, and M. Dolors Pujol*

*Laboratori de Química Farmacèutica, Departament de Farmacologia i Química Terapèutica, Facultat de Farmàcia, Universitat de Barcelona, Av. Diagonal 643, 08028-Barcelona, Spain

Abstract

New derivatives spiro type of pyrazolo-1,5-benzodiazepines have been synthesized by 1,3-dipolar cycloaddition of nitrile imines with pyrazolo[1,5,4-ef][1,5]benzodiazepin-6-thione. When the nitrile oxide was used the corresponding pyrazolobenzodiazepin-6-one was obtained from the intermediate spirooxathiazole by elimination of isothiocyanate group. These cycloadditions are peri- and regioselectives.