Transition-Metal-Free Addition of Dialkyl Phosphites to Phthalazin-2-ium Bromide: Synthesis of α-Aminophosphonate Analogues.

Abstract

α-Aminophosphonate analogues containing a phthalazine skeleton were efficiently obtained by a new transition-metal-free addition of dialkyl phosphites to phthalazin-2-ium bromide under mild conditions. A mechanistic study using isotope labeling and radical inhibition experiment revealed that the present transformation passes through a nucleophilic addition of dialkyl phosphates, rather than an insertion of P-H to carbenes.