Modification of Diphenylphosphorylacetic Hydrazide with Thiosemicarbazide and Triazole Units

Thiosemicarbazides of diphenylphosphorylacetic acid and their cyclic derivatives have been synthesized. Functionalization of the obtained 1,2,4-triazole-3-thiones with ethyl 2-bromoacetate at the sulfur atom has been carried out, the obtained esters have been transformed into the corresponding hydrazides via hydrazinolysis. Preliminary pharmacological tests of the synthesized compounds have been performed.     

Synthesis of (4-hydroxy-3,5-di-tert-butylphenyl)-chloromethanediphenylphosphine oxide and its reactions with aprotic nucleophilic reagents

Reaction of (4-hydroxy-3,5-di-tert-butylphenyl)chloromethanediphenylchlorophosphonium chloride with trimethyl orthoformate affords (4-hydroxy-3,5-di-tert-butylphenyl)chloromethanediphenylphosphine oxide. The latter undergoes dehydrochlorination under the action of trimethyl orthoformate and O-methyl diethylphosphinate, and with diphenylchloro- and triphenyl phosphines it gives the corresponding phosphonium salts.     

Addition of phthalimide and acetone to phosphorylated methylene quinones

New method for synthesis of phosphorylated methylene quinones via bromination of the sterically hindered phenol [prepared via benzylation of secondary chlorophosphines with 4-(methoxymethyl)-2,6-di-tert-butylphenol] with N-bromosuccinimide followed by dehydrobromination with trimethyl orthoformate has been developed. Tertiary phosphine oxides containing the fragment of sterically hindered phenol and amine or acetonyl group have been synthesized for the first time in the reaction of phosphorylated methylene quinones with N- and C-nucleophiles.     

Phosphoryl-containing α-Thiocyanatoaldehydes

Russian Journal of Organic Chemistry -     

Reactions of phosphorylated 2,6-di-tert-butyl-4-methylidenecyclohexa-2,5-dien-1-ones with aliphatic,aromatic, and heteroaromatic thiols

Russian Journal of General Chemistry - The addition of alkanethiols, benzenethiol, and hetarenethiols to phosphorylated quinomethanes afforded P,S- and N,P,S-containing polyfunctional organic...     

α,β-Unsaturated Derivatives of Trivalent Phosphorus in Reactions with Activated Carbonyl Compounds

Abstract

Dialkyl alkynylphosphonites (I) react with esters and nitriles of α-oxocarboxylic acids to give phosphorylated alkanoates, 1,3,2-dioxaphospholanes and l-phosphabicyclohept-4-enes, depending on the nature of the reagent and conditions of the reaction. The reaction of dialkyl alkenylphosphonites (II) with esters and nitriles of α-oxocarboxylic acids predominantly leads to dioxaphospholane derivatives.     

α-thiocyanatocarbonyl compounds. 2*. Condensation of phosphorylated α-phenyl-α-thiocyanatoacetaldehyde with phosphorus nucleophilic reagents

We are the first to report a study of the reaction of phosphorylated α-phenyl-α-thiocyanatoacetaldehyde with triphenylphosphine, dimethylphenylphosphine, and diethylphosphorous acid, which yields bisphosphorylated 4,5-thioazolidines. * For Communication 1 see [1]. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1707–1711, November, 2008.     

Intramolecular Rearrangements of α-Acylamino-Phosphites

Abstract

For the first time we have found out the regularity of rearrangements in a number of α-acylaminophosphites. Phosphites (1) transform to phosphonates (2) if there is a proton at nitrogen atom, in the case of alkyl substituent this rearrangement does not take place.     

Thiocyanatocarbonyl compounds. The reaction of phosphoryl-α-thio-cyanatoacetaldehydes and their acetals with diethylamine

The reactions of phosphorylated α-thiocyanatoacetaldehydes and their acetals with diethylamine were studied for the first time. These reactions result in the synthesis of C-phosphorylated thiazolidine rings. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 124-130, January, 2009.