CHEMISTRY OF 2-METHYLENE-2,3-DIHYDRO-3-FURANONES .16. THE REACTION OF2-ACYLMETHYLENE-5-ARYL-2,3-DIHYDRO-3-FURANONES WITH AROMATIC-AMINES AND N-ARYLIDENEAMINES

robenzoylmethylene-5-phenyl-2,3-dihydro-3-furanone reacts with arylami nes or N-arylideneamines to form the products of ring opening, yl-1-ar ylamino-4-hydroxy-1,4-hexadiene-3,6-diones. The reaction of 2-p-chloro benzoylmethylene-2,3-dihydro-3-furanones with o-aminophenol afforded e thylene-3,4-dihydro-2H-benzo[b]-1,4-oxazin-2-one. Nucleophilic attack of amines is directed either to electrophilic centers at the C(5) and C(2) atoms or to the carbonyl group of the 2-phenacylidene substituent of the 3-oxofuran ring.