Copper/DIPEA-Catalyzed,Aldehyde-Induced Tandem Decarboxylation-Coupling Of Natural α-Amino Acidsand Phosphites Or Secondary Phosphine Oxides

Phosphorus-containing compounds is not only widely used in metal catalysis as ligand, and many of them have the potential biological activities. In particular, the effects of a-amino phosphonates are more significant, because they play an important role in physiological medicine, chemical and other aspects.Traditional methods of synthesis of a-amino phosphate compound is mainly concentrated in Lewis acid-catalyzed addition of phosphorus nucleophile to imine. Recently reported aerobic cross-dehydrogenative coupling reaction provides a new method to build the a-amino phosphate compounds, but is limited to a narrow range of substrates. Until now, aldehyde induced decarboxylation-coupling reaction of the natural amino acid with phosphite or secondary phosphine oxides to the synthesis of a-amino phosphate compounds has not been yet reported.We achieved the unprecedented three components decarboxylation-coupling reaction of the aldehydes, amino acids and phosphites or secondary phosphine oxides with natural a-amino acids as materials, cheap copper salt as the catalyst, synthesized a series of a-amino phosphoric acid compounds with good yields (up to 96%). At the same time, We extended the scope of organic phosphorus, amino acids and aldehydes respectively.