Synthesis and transformations of 3-allyl-7,10-dimethyl-2-sulfanylidene-2,3,5,6-tetrahydrospiro[benzo[h]quinazoline-5,1′-cyclopentan]-4(1H)-one

Abstract

Ethyl 4′-amino-5′,8′-dimethyl-1′H-spiro[cyclopentane-1,2′-naphthalene]-3′-carboxylate reacted with allyl isothiocyanate to give 3-allyl-7,10-dimethyl-2-sulfanylidene-2,3,5,6-tetrahydrospiro[benzo[h]quinazoline- 5,1′-cyclopentan]-4(1H)-one. Reactions of the latter with alkyl halides and hydrazine hydrate and subsequent transformations of the products afforded a series of new benzo[h]quinazoline derivatives containing an allyl group in the 3-position.