NEW SYNTHESES OF 1-CHLOROALKYLPHOSPHINATES

Different approaches to the synthesis of 1-chloroalkylphosphinates are described, Initially, we tried to extend a reaction described by Kaba chnik for the preparation of chloromethylphosphinic acid chlorides [R( 1)(Cl)P(O)CH2Cl] to C-substituted derivatives, We also considered the possibility of synthesizing the title compounds by routes already desc ribed for the formation of diethyl 1-chloroalkylphosphonates. Although these methods have allowed us to obtain several of the desired phosph inates, they suffer from limitations that restrict their synthetic app lications, Finally, we have developed a more general approach that all ows the formation of a wide range of phosphinates, It involves a selec tive P-C bond formation by reaction of MeMgCl and PhMgCl with phosphon ochloridates, which are prepared by P-chlorination of 1-chloroalkylpho sphonates.