Continuous Flow Synthesis of 1,4-Benzothiazines Using Ambivalent Reactivity of (E)-β-Chlorovinyl Ketones: A Point of Reaction Control Enabled by Flow Chemistry.

A continuous flow system to 1,4-benzothiazines was developed using the point of reaction control, where the ambivalent (E)-β-chlorovinyl ketones and 2,2'-dithiodianilines were confined in a diffusion controlled flow setting. The successful segregation of reactive chemical species in a flow setting allowed more defined reaction pathways that are not feasible in traditional batch reaction conditions. The point of reaction control in flow systems helps to execute the reactions often plagued with the concurrent generation of multiple chemical species.