Copper-Catalyzed Cascade Syntheses of 2<i>H</i>-benzo[<i>b</i>][1,4]thiazin-3(4<i>H</i>)-ones and Quinoxalin-2(1<i>H</i>)-ones through Capturing S and N Atom Respectively from AcSH and TsNH₂

Abstract

A copper-catalyzed cascade method has been developed to synthesize the 2H-benzo[b][1,4]thiazin-3(4H)-ones from 2-halo-N-(2-halophenyl)-acetamides 1 and AcSH via the S(N)2/deacetylation/coupling process, and to synthesize the quinoxalin-2(1H)-ones from 1 and TsNH(2) via the S(N)2/coupling/desulfonation process. The target products were obtained with diversity at three positions on their scaffolds.