Base free direct synthesis of alkynyl phosphonates from alkynes and H-phosphonates catalyzed by Cu2O

Y. MOGLIE; E. MASCARÓ; V. GUTIÉRREZ; F. ALONSO; G. RADIVOY

JOURNAL OF ORGANIC CHEMISTRY

AMER CHEMICAL SOC

Lugar: Washington; Año: 2016 p. 1813 - 1818

0022-3263

A simple and mild methodology for the direct synthesis of alkynylphosphonates is presented. The reaction ofa variety of terminal alkynes with dialkyl phosphites in the presence Cu2O (14 mol%) led to the formation of the correspondingalkynylphosphonates in good to excellent yields. Reactions are performed under air, in acetonitrile as solvent, and in theabsence of base or ligand additives. This new methodology is compatible with the presence of a wide variety of functionalgroups on the starting alkynes and can be scaled-up to a gram-scale.