2921-64-4

Upstream product

• 71-23-8 propan-1-ol 
• 1073-03-6 1-bromo-3-methyl-2,5-dihydro-phosphole 1-oxide 
• 87243-93-4 1-hydroxy-3-methyl-3-phospholene 1-oxide 
• 106-94-5 propyl bromide 
• 695-59-0 2,5-dihydro-1-methoxy-3-methyl-1H-phosphole 1-oxide 
• 697-31-4 1-ethoxy-3-methyl-2,5-dihydro-1H-phosphole 1-oxide 
• 699-65-0 1-(2-chloro-ethoxy)-3-methyl-2,5-dihydro-1H-phosphole 1-oxide 

Relevant academic research and scientific papers

Alkylating esterification of 1-hydroxy-3-phospholene oxides under solventless MW conditions

1-Alkoxy-3-phospholene 1-oxides were synthesized by the alkylating esterification of the corresponding 1-hydroxy derivatives under phase transfer catalytic, microwave, and solventless conditions using alkyl halides as the reactants and potassium carbonate as the base. In the case of alkylating agents of increased reactivity, there was no need for the use ofphase transfer catalyst. Regarding the phosphinic acids, the 3- methyl-3-phospholene oxides were more reactive than the 3,4-dimethyl derivatives. Applying cesium carbonate, isomerization ofthe 3-phospholene oxide to the 2- phospholene also took place.

Microwave-assisted esterification of phosphinic acids by alcohols, phenols, and alkyl halogenides

Cyclic phosphinic acids undergo direct esterification with alcohols at ca. 200°C under microwave conditions. Copyright Taylor & Francis Group, LLC.

Synthesis of Cyclic Phosphinates by Microwave-Assisted Ionic-Liquid-Promoted Alcoholysis

A series of 1-alkoxy-3-methyl- and 3,4-dimethyl-3-phospholene 1-oxides, as well as 1-alkoxy-3-methylphospholane 1-oxides were prepared in good yields by the microwave (MW)-assisted [bmim][PF 6]-catalyzed transesterification of the corresponding methyl or ethyl esters. The alcoholyses studied represent another case, where MW irradiation has had a crucial role on the course of the reaction. The method developed is an alternative possibility to other esterifications starting from the corresponding phosphinic chlorides and acids.

Direct estirification and amidation of phosphinic acids under microwave conditions

Phosphinic acids may be efficiently esterified in microwave-assisted reactions with alcohols. Especially alcohols with longer alkyl chain are suitable reagents for direct esterifications. At the same time, the direct amidation cannot be complete under such conditions. Hence, the tradional amidations via the phosphinic chloride intermediates have to be applied. The values of activation enthalpies and reaction enthalpies obtained by quantum chemical calculations justified the experimental observations. Microwave has a potential in overcoming relatively high activation enthalpies.

Esterification of five-membered cyclic phosphinic acids under mild conditions using propylphosphonic anhydride (T3P)

1-Hydroxy-phospholene 1-oxides (1 and 3) and 1-hydroxy-phospholane oxides (5 and 7) undergo fast and efficient esterification with a series of alcohols, at room temperature, in the presence of 1.1 equiv of propylphosphonic anhydride (T3P).

SYNTHESIS AND STRUCTURE OF NITROPHOSPHOLENONE OXIMES

1.Nitration of 1-oxo-1-alkoxy-3-phospholenes and 1-oxo-1-alkoxy-3-methyl-4-phospholenes with nitrogen tetroxide yields a series of 1-oxo-1-alkoxy-2-oximino-4-nitro-3-phospholenes, which are the first reported nitro derivatives of organophosphorus oximes.T