62 / 2023-08-15 16:33:26

Direct Synthesis of αAminophosphonates from Amines, Alcohols and White Phosphorus

white phosphorus,P–C bonds,dialkyl phosphites,aminophosphonates,pyrophosphates

New Technologies in Phosphorus Chemistry > 1) New reagents and methods in organophosphorus Chemistry

Developing practical strategies for the synthesis of organophosphorus compounds (OPCs) from white phosphorus (P₄) without the use of Cl₂ and PCl₃ remains a significant challenge. The first multi-component oxidative α-phosphonylation of amines with P₄ and alcohols has been developed. With the use of copper(II) as the catalyst, air as the safe oxidant, structurally sophisticated α-aminophosphonates are prepared in high yields. Furthermore, this method is also suitable to selectively constructing P–O–P compounds. The reaction is characterized by a complete conversion of white phosphorus. The activation of P₄ with transition metals often leads to formation of stable complexes [M_xP_y]_n associated with the deactivation of transition-metals. This breakthrough showcases the potential of transition-metal catalyzed reactions in elemental phosphorus chemistry