87763-25-5Relevant academic research and scientific papers
Synthesis and Reactivity of Diethyl (Methylthio)(trimethylsilyl)methylphosphonate
Mikolajczyk, Marian,Balczewski, Piotr
, p. 101 - 106 (1989)
The title compound is obtained in 80percent yield by silylation of the lithium salt of diethyl 1-methylthiomethylphosphonate.Other approaches involving sulfenylation of diethyl 1-trimethylsilylmethylphosphonate or the Arbuzov reaction of triethyl phosphite with bromo(methylthio)(trimethylsilyl)methane are less efficient.Aldehydes react with the lithium salt of diethyl (methylthio)(trimethylsilyl)methylphosphonate to give the corresponding 1-methylthioethenylphosphonates in good yields (60-85percent) while the reaction with ketones is more complex and Peterson reaction products are formed in very low yields.Methylation, silylation, sulfenylation, and oxidation of the title compound are also described.
α-SUBSTITUIERTE PHOSPHONATE. 70. UNTERSUCHUNGEN UEBER METHYLTHIOMETHANBISPHOSPHORYLDERIVATE
Costisella, Burkhard,Ozegowski, Sigrid,Gross, Hans
, p. 169 - 176 (2007/10/02)
Thiophilic reaction of ethyl diphenylphosphinite with phosphonodithioformate 1 gave the ylid 9, which could be transformed with HCl to the bisphosphorylcompound 10.Chlorine reacted with 9 to the chlorinated bisphosphorylderivative 12b, with the ylid 2 analogously 12a was formed.With BTMS/H2O 10 could be dealkylated to the acid 11b, the bisphosphonate 3 in similar way to 11a.Using the Horner-method 3 was transformed to the methylthiovinylphosphonates 17, which could be converted to the acids 18 using the BTMS/H2O-method.Key-words: Methylthiomethane-bisphosphonic acid; alkoxyphosphoniumylid; Horner-reaction; methylthiovinylphosphonate.
