Stable sulfur ylides. IV. Reaction of dimethylsulfonium acetylmethoxycarbonylmethylide and dimethylsulfonium diactylmethylide with quinoline 1-oxide.

Abstract

Dimethylsulfonium acetylmethoxycarbonylmethylide (Ia) was found to react with quinoline 1-oxide (II) in the presence of benzoyl chloride to give three compounds : 1-methoxycarbonyl-2-oxo-3-(2-quinolyl)-1, 2-dihydropyrrolo[1, 2-α]quinoline (III), 1-methoxycarbonyl-2-oxo-1, 3-di (2-quinolyl)-1, 2-dihydropyrrolo[1, 2-α]quinoline (IV), and 2-benzoyloxy-1-methoxycarbonyl-3-(2-quinolyl) pyrrolo[1, 2-α]quinoline (V). Similarly, the reaction of dimethylsulfonium diacetylmethylide (Ib) with II gave 4-benzoyl-1-methyl-2-methylthio-3-oxo-3H-pyrido[1, 2-α]quinoline (XII).