Synthesis of polyfluoralkylated 1,3,2-dioxaphospholane and 1,3,2-dioxaphosphorinane oxides

Polyfluoroalkyl dichlorophosphates easily react with 1,2- or 1,3-alkanediols in a system pyridine–diethyl ether and afford 2-polyfluoroalkoxy-1,3,2-dioxaphospholane oxides or 2-polyfluoroalkoxy-1,3,2-dioxaphosphorinane oxides. In similar conditions the reaction of methyl dichlorophosphate with 1,2- and 1,3-alkanediols proceeds less effectively.     

Polyfluoroalkyl Phosphates Bearing Propargyl Substituents

Russian Journal of General Chemistry - Polyfluoroalkyl dichlorophosphates react easily with propargyl alcohol under mild conditions (22–62°С, 3 h, pyridine-toluene) to form...     

Bis[2-(4-pyridyl)ethyl](2-cyanoethyl)phosphine Oxide: Synthesis and Reactions with 1,4-Dihalobutanes

Russian Journal of General Chemistry - Bis[2-(4-pyridyl)ethyl]phosphine reacts with acrylonitrile under mild conditions to form bis[2-(4- pyridyl)ethyl](2-cyanoethyl)phosphine which is readily...     

P–C Bond Cleavage by Hydroxyl Function during the Addition of Tris(2‐pyridyl)phosphine to Cyanopropargylic Alcohols in Water

The addition of tris(2‐pyridyl)phosphine to tertiary cyanopropargylic alсоhols in water (room temperature, no catalyst, 5 h) is accompanied by elimination of pyridine to give cyanoallyldipyridylphosphinates of E‐configuration in 60–73% yield, thus indicating the oxygen insertion of the hydroxyl group into the P C bond of the intermediate (Z)‐alkenyldipyridylphosphine oxide.     

Reaction of secondary phosphine chalcogenides with diallylamine

Diphenyl- or bis(2-phenylethyl)phosphine sulfides and -phosphine selenides react with diallylamine under radical initiation (UV or AIBN) to afford the corresponding diadducts and tetrahydropyrrolylmethyl phosphine chalcogenides. The yield and the ratio of the products depend on the structure of the starting secondary phosphine chalcogenides.     

Phosphorylation of alkyl methanesulfonates with elemental phosphorus in a strongly basic medium: Synthesis of alkylphosphinic acids

Russian Journal of General Chemistry - Alkyl methanesulfonates were for the first time introduced in the reaction of direct phosphorylation of electrophiles with elemental phosphorus in strongly...     

Synthesis of Amido- and Diamidophosphites with Polyfluoroalkyl Substituents

Bis(polyfluoroalkyl) chlorophosphites and polyfluoroalkyl dichlorophosphites react easily with secondary amines (from –40 to –22°C, 1–3 h, CH2Cl2) in the presence or absence of triethylamine to form the corresponding bis(polyfluoroalkyl) diorganylamidophosphites or bis(diorganylamido) polyfluoroalkyl phosphites in the yield of up to 74%. Bis(polyfluoroalkyl) diorganylamidophosphites were also synthesized from diorganylamidodichlorophosphites and polyfluoroalkanols (–25 to –22°C, 2 h, Et3N–CH2Cl2) with a yield of 56–60%.