TETRAPHOSPHORUS TRISULFIDE IN REACTIONS WITH THIOACETALS,AMINALS, SULFENAMIDES AND DISULFIDES. INFLUENCE OF AMINES AND BENZOYL PEROXIDE

Abstract

The reactions of tetraphosphorus trisulfide with thioacetals, aminals, sulfenamides and disulfides were studied. The reactions were found to give organothiophosphorus compounds and to be facilitated by organic amines and benzoyl peroxide.     

Thiolophosphohydrides: New Reagents in the Organo-Phosphorus Synthesis

Abstract

A simple and effective method has been developed for synthesizing a new type of organophosphorus compounds, thiolophosphohydrides, with the general formula R(R′S)PH based on the selective reduction of thioesters of P(III) acids by di- or trialkylstannanes. Stable S-alkylalkylthiophos-phonites and S-alkylalkyldithiophosphonites have been obtained for the first time by using the processes of oxidation and sulfurization. The functionally substituted phosphorus (111) thio derivatives have been obtained by the addition reactions of thiolophosphohydrides with compounds containing carbon-carbon and carbon-oxygen multiple bonds, with the cleavage of the P-H bonds and the preservation of P-S bonds. Factors affecting the rate of interaction, stability and the structure of additional products have been elucidated. Depending on the reaction conditions of thiolophosphohydrides with halogen containing electrophilic reagents and on the nature of the latter, the process can lead to the cleavage either of the P-H bond or the P-S bond. Thiolophosphohydrides as new reagents in organophosphorus synthesis open up new vistas for obtaining a variety of functionally substituted phosphor- and sulfur-containing compounds.     

Synthesis and properties of novel 4-(diarylmethyl)pyridines based on pyridoxal 5′-phosphate

Russian Chemical Bulletin - The reaction pyridoxal 5′-phosphate with resorcinols in EtOH in the presence of concentrated HCl gives hydrochlorides of the corresponding...     

α-Amino acetals containing a phosphonate or phosphine oxide group. Synthesis and reactions with resorcinols

New α-amino acetals containing a phosphonate or phosphine oxide group were synthesized by the Kabachnik-Fields reaction in the ternary system amino acetal-paraformaldehyde-dialkyl phosphonate (or dialkylphosphine oxide). Condensation of dialkyl (2,2-dimethoxyethylamino)methylphosphonates with resorcinol and its derivatives in ethanol in the presence of hydrochloric acid, apart from the corresponding 2,2-bis(polyhydroxyphenyl) ethylammonium salts, gave 2,5-bis(polyhydroxyphenyl)-1,4-bis[(dialkoxyphosphoryl)methyl]-piperazines. Dialkyl[(2,2-dimethoxyethylamino)methyl]phosphine oxides (Alk = C₈H₁₇, C₁₀H₂₁) did not react with resorcinol derivatives under similar conditions, and analogous ammonium salts were obtained by heating the reactants in boiling trifluoroacetic acid.     

Aminium salts obtained from diethyl [(3,5-di-tert-butyl-4-oxo-2,5-cyclohexadienylidene)methyl]phosphonate

Russian Journal of Organic Chemistry - In reaction of diethyl [(3,5-di-tert-butyl-4-oxocyclohexa-2,5-diеn-1-ylidene)methyl]phosphonate with N 1,N 1-dimethylethane-1,2-diamine aminophosphonate...     

Tertiary aminotrichloroethylphosphines and their oxides

Conclusions Secondary phosphines react with the N-carbomethoxy- and N-benzoyltrichloroacetimines to give tertiary aminotrichloroethylphosphines.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimichaskaya, No. 6, pp. 1423–1424, June, 1984.     

Effects of substituents in reactions of sulfenyl chlorides with derivatives of phosphonallenic acids

Conclusions In the reaction of sulfenyl chlorides with derivatives of allenylphosphonic acid, the structure of the products formed is determined by the effect of substituents at the P atom and the terminal C atom of the cumulene, and also by the nature of the organyl group attached to the S atom in sulfenyl chloride.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1851–1859, August, 1933.     

Conformation of cyanomethylphosphine oxides

Russian Chemical Bulletin -