Synthesis of dinaphtho[2,1-d:1′,2′-g][1,3,2]dioxaphosphocin 8-sulfides

Abstract

In an efficient two step synthesis of substituted 8-aryloxy/arylthio-16 H-dinaphtho[2,1- d:1′,2′- g][1,3,2] dioxaphosphocin 8-sulfides, dimethylaminopyridine (DMAP) catalyses the preparation of the intermediate monochloride 3 from bis-(2-hydroxy-1-naphthyl)methane (1) and thiophosphoryl chloride. Displacement of the chlorine in 3 with substituted sodium phenoxides or thiophenoxides proceeds nearly quantitatively in toluenetetrahydrofuran at room temperature.