PYRROLES FROM KETOXIMES AND ACETYLENE. 44. METHYL ARYL KETOXIMES WITH REACTIVE SUBSTITUENTS

Article abstract of DOI:10.1007/BF00476747

The Trofinov reaction was extended to methyl aryl ketoximes with substituents in the benzene ring that are unstable with respect to the action of a strongly basic medium.The corresponding pyrroles and their 1-vinyl derivatives were obtained. 4-Nitroacetophenone oxime, from which only 2-phenyl- and 1-phenyl-2-phenylpyrrole were obtained, and 4-bromoacetophenone oxime, the reaction of which leads to the formation of 1-vinyl-2-(4-vinyloxyphenyl)pyrrole in addition to the principal 2-(4-bromophenyl)pyrrole, constituted exceptions.