An oxidative rearrangement of C,N-diarylaldimines to formamides using sodium perborate

Article abstract of DOI:10.1016/S0040-4039(00)61698-2

Treatment of C,N-diaryladium (5) with sodium tetrahydrate in triflouroacetic acid solution at 70-80° C results in an oxidative rearrangement to N,N-diarylformamides (6(Scheme 1). A mechanism involving the initial formation of 2,3-diaryloxaziridines is proposed (Scheme 2).