A simple route to 4-aryl and 4-hetaryl substituted 6-methyl-2,2-difluoro-1,3,2-(2H)-dioxaborines

4-(Het)aryl-2,2-difluoro-6-methyl-1,3,2-(2H)-dioxaborines 3a-3i, 6a-6c, 8 w ere prepared in a one-pot reaction from donor substituted arenes and hetare nes 2a-2i, 5a-5c, 7, resp., by a boron trifluoride mediated acetoacetylatio n. With resorcinol dimethylether (11), diphenyl ether (13a), and 1,3-phenox y-propane (13b) this acetoacetylation gives rise to the formation of bis-1, 3,2-(2H)-dioxaborines 12, 14a, and 14b, respectively. From triphenylamine ( 9) a tris-1,3,2-(2H)-dioxaborine 10 has been obtained. Phloroglucinol trime thylether (15a) is demethylated as well as acetylated and acetoacetylated a t once to give a bis-1,3,2-(2H)-dioxaborine derivative 17.