75956-77-3Relevant academic research and scientific papers
Preparation and -Cycloaddition of Methylthio-chlorophosphanes RP(Cl)SMe (R = Me, Et, Ph)
Apitz, Joerg,Grobe, Joseph,Le Van, Duc
, p. 257 - 260 (2007/10/02)
The methylthio-chlorophosphanes RP(Cl)SMe are prepared in good yields (62-65percent) by condensation reactions of the corresponding dichlorophosphanes RPCl2 with methanethiol in the presence of trimethylamine (molar ratio 1:1:1). 1 and 3 have been used to produce 3-phospholene sulfides in a one-pot process by reaction with 1,3-dienes at 70 to 100 deg C.Reaction proceeds via -cycloadducts, which in suitable cases can be isolated and used for the preparation of the corresponding 3-phospholene oxides.New compounds were characterized by elemental analysis and spectroscopic investigations (NMR, MS). - Keywords: Methylthio-chlorophosphanes, 3-Phospholene Sulfides and Oxides, Mass Spectra, NMR Spectra
SYNTHESIS, REACTIONS, AND STEREOCHEMICAL CORRELATIONS OF AN OPTICALLY ACTIVE TERVALENT PHOSPHORUS THIO ESTER
Szafraniec, Leonard J.,Szafraniec, Linda L.,Aaron, Herbert S.
, p. 177 - 184 (2007/10/02)
The tetracovalent (R)-(-)-isopropyl methylphosphionate (2) reacts with methyl trifluoromethanesulfonate to form a phosphonium salt (3), which yields the tervalent (R)-(-)-O-isopropyl S-methyl methylphosphonothioite (4) on treatment with triethylamine.However, the reaction is much less sterespecific (ca. 35percent) than that of the corresponding P=O analog, 1 (ca. 100percent).The (-)-4 product was characterized and its configuration confirmed by conversion into its corresponding P=O and P=S derivatives, (S)-(-)-5 and (R)-(-)-8, respectively, which have been related to the known (S)-(-) and (R)-(+)- O-isopropyl methylphosphnothioic acids (6).The triflate product has also been prepared by a relatively simple asymmetric induction reaction that had been reported for a similar compound, and the stereospecificities of the two procedures are compared.
