A Facile Route to Substituted Dimethoxy Phosphonothionates Using Dimethyl Thiophosphite

Abstract

Dimethyl thiophosphite reacts with aliphatic aldehydes and ketones, Michael acceptors, and N-benzyl imines to afford excellent yields of f -hydroxy phosphonothionates, g -substituted phosphonothionates and f -amino phosphonothionates, respectively. Dealkylation of f -amino phosphonothionates affords N-benzyl f -amino phosphonothioic acids. Dimethyl thiophosphite reacts with electrophiles at a significantly greater rate than dimethyl phosphite.

Keywords:

• α-Amino Phosphonothionates
• α-amino Phosphonothioic Acids
• α-hydroxy Phosphonothionates
• β-substituted Phosphonothionates
• Dimethyl Thiophosphite