Selective Formation of Methyl α-Methylsulfanyl Dimethylphosphonothioacetate and Thiopropanoate by Phase Transfer Catalysis

Abstract

The sulfanylation of methyl dimethylphosphonothioacetate was investigated by a phase transfer catalysis procedure which was shown to be superior to the noncatalytic method. The possibility of electrophilic substitution of the α-sulfanylated phosphonothioacetate to give a quaternary α-carbon atom is shown by the reaction with methyl iodide.

We thank Fundação de Amparo à Pesquisa do Estado de São Paulo for financial support and Conselho Nacional de Desenvolvimento Científico e Tecnológico for scholarships.

Keywords :

• α-Phosphono thioester
• phase transfer catalysis
• sulfanylation

Notes

We thank Fundação de Amparo à Pesquisa do Estado de São Paulo for financial support and Conselho Nacional de Desenvolvimento Científico e Tecnológico for scholarships.