Quinones and quinone methides. III. A novel side-chain amination reaction of 2-(1-Phenylethyl)-1,4-benzoquinones

Abstract

2-Benzyl-5-methoxy-1,4-benzoquinones react as expected with morpholine to yield 2-phenylmorpholinomethylhydroquinones. However, 5-methoxy-2-(1-phenylethyl)-1,4-benzoquinones undergo a novel amination reaction at the β-carbon atom of the alkyl group with the formation of 2- morpholino-3-phenylbenzofurans.