Mono- and Di(dechloromethylthioylation) of Dichloromethylarenes with S-Methyl Diethylthiophosphinate

Abstract

The attack of the thiol sulfur atom (P–SMe) on the methine carbon as the main route of the new reaction of dichloromethylarenes with S-methyl diethylthiophosphinate has been predicted and experimentally confirmed on the basis of the electronic structure of the S-alkyl esters of P(IV) acids. The processes of the mono- and di(dechloromethylthioylation) of dichloromethyl group have been realized. A new approach to the synthesis of the arenecarbaldehyde dimethyl dithioacetals has been developed avoiding the use of gaseous highly toxic methyl mercaptan.