REACTIONS WITH ALPHA,BETA-SPIROEPOXY-ALKANONES .1. SYNTHESIS AND REACTIONS OF OXASPIRO(2,5)OCTA-4-ONES

2-Aryl-1-oxaspir(2,5)octa-4-ones Ia,b were synthesized and reacted wit h thiourea in ethanol to give hydroxy cyclohexanone derivatives IIa,b. Compounds IIa,b were readily cyclised into the corresponding 5-hydrox y quinazolines IIIa,b and their dehydrated derivatives IVa,b. A mixtur e of compounds III and IV were also prepared directly from the reactio n of compounds Ia,b with thiourea in alkaline medium. Compounds Va,b w ere produced by reduction of corresponding IV. Compounds III or and V reacted with chloroacetic acid to give resp. VI and VIII which condens ed with aromatic aldehydes to form resp, VIII and IX.