Mechanochemical Phosphorylation of Acetylides Using Condensed Phosphates: A Sustainable Route to Alkynyl Phosphonates.

ABSTRACT: In pursuit of a more sustainable route to phosphorus-carbon (P-C) bond-containing chemicals, we herein report that phosphonates can be prepared by mechanochemical phosphorylation of acetylides using polyphosphates in a single step, redox-neutral process, bypassing white phosphorus (P₄) and other high-energy, environmentally hazardous intermediates. Using sodium triphosphate (Na₅P₃O₁₀) and acetylides, alkynyl phosphonates 1 can be isolated in yields of up to 32%, while reaction of sodium pyrophosphate (Na₄P₂O₇) and sodium carbide (Na₂C₂) engendered, in an optimized yield of 63%, ethynyl phosphonate 2, an easily isolable compound that can be readily converted to useful organophosp

SUBMITTER: Xin T 

PROVIDER: S-EPMC10451036 | biostudies-literature | 2023 Aug

REPOSITORIES: biostudies-literature