1,4-Benzoxazin-2-ones, benzo[d]oxazoles and 2H-1,4-benzoxazines from the reaction of 2-(methoxyimino)benzen-1-ones with arylacetates, arylacetic acids and trans-stilbene

Article abstract of DOI:10.1002/jhet.5570330318

10-(Methoxyimino)phenanthrene-9-one 1 reacts thermally with the arylacetic derivatives 2(a-j) to yield the corresponding 1,4-benzoxazin-2-ones 4(a-d,f) and benzo[d]oxazoles 5(a-e,g). Similarly, reaction of the monoximes 7a, 7b with compounds 2a, 2d respectively affords 8a, 8b, while action of trans-stilbene on the monoximes 1, 7a, 7b leads to the 1,4-benzoxazines 10, 11, 13, obtained along with the corresponding 2-phenyloxazoles 5a, 8a, 8c and compound 12.