N-ALKYL THIOCARBAMOYL PHOSPHONIC ACID ESTERS-2. ALKYLATION BY METHYL IODIDE ACCOMPANIED BY PHOSPHONATE DEALKYLATION

Article abstract of DOI:10.1016/0040-4020(82)80086-0

Thiocarbamoyl phosphonates 1 did not react with alkylating agents to give the S-alkyl derivatives 2, but gave zwitterions 3a-e in which the phosphonate ester moiety was dealkylated.In some cases starting material could be recovered.A mechanism is suggested in order to explain the relationship between the alkylation and the dealkylation steps of the reaction.