Cleavage of C-O Bonds of Iminoethers and Methyl Hydroxamates with Grignard Reagents and Butyllithium

Abstract

C-O bond in some cyclic iminoethers and methyl hydroxamates were cleavaged by methylmagnesium iodide and butyllithium in a good yield. This reaction was applied to the cleavage of the C-O bond of 4-methoxy-2, 3-dihydrofuro [2, 3-b] quinoline to give 4-hydroxy-3-propylcarbostyril. By the reaction of 3, 6-diisobutyl-1-methoxy-2-oxo-1, 2-dihydropyrazine with methylmagnesium iodide, neoaspergillic acid was obtained.