Synthesis and some transformations of 1,2-heterophosphacyclanes

The general pathway to 1,2-monoheterophosphacyclanes via intramolecular S-a nd N-alkylation of omega-halogenoalkylsubstituted thiophosphoryl and iminop hosphoryl compounds has been developed. Intramolecular alkylation of 3-and 4-halogenoalkyldiphenylphosphine sulfides results in 1,2 lambda(4)-thiaphos pholanium and thiaphosphorinanium halogenides. In solution of these compoun ds the rare ring-chain halogenotropic tautomerism has been observed and inv estigated in detail. Intramolecular Pishchimuka rearrangement of the esters of w-halogenoalkylsubstituted thiophosphorus acids was found to be a synth etic route to 2-oxo-1,2 lambda(5)-thiaphospholanes and thiaphosphorinanes.