https://iopscience.iop.org/article/10.1070/RCR4795/pdf

Organofluorine chemistry: promising growth areas and challenges

Synthesis of α-functionalized phosphonates from α-hydroxyphosphonates

A large number of new lipophilic mono- and bisphosphinylamines including those possessing additional potential centers of coordination was synthesized on the basis of the Kabachnik-Fields reaction, and acid-base and membrane transport properties of the synthesized compounds toward the mono- and polybasic carboxylic acids were studied. By their basicity all the synthesized aminophosphine oxides were shown to be inferior to their aliphatic amine precursors. Introduction of the second phosphinyl group so strongly decreases the basicity that the determination of pK
 a by potentiometric method becomes impossible. Interrelation between the structure of aminophosphinyl carrier and substrate and the efficiency of the membrane transport of acidic substrates are discussd.

Synthesis of new liophilic functionalized aminomethylphosphine oxides and their acid-base and membrane-transport properties toward acidic substrates

Preparation of α-ketophosphonates by oxidation of α-hydroxyphosphonates with neutral alumina supported potassium permanganate (NASPP) under solvent-free conditions and potassium permanganate in dry benzene

The literature of heterocyclic chemistry, part vi

The review surveys and gives a systematic account of the electronic structures, syntheses, and chemical properties of fluoroalkyl derivatives of trivalent phosphorus (phosphites, thiophosphites, and amidophosphites). The methods of preparation and reactivities of fluoroalkyl phosphites are compared with those of unsubstituted phosphites. The bibliography includes 420 references.

https://iopscience.iop.org/article/10.1070/RC1996v065n11ABEH000270/pdf

Fluoroalkoxy-derivatives of trivalent phosphorus: synthesis and reactivity

Phosphorylation of 2-hydroxyphenyl 2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl ketone with dichloro(phenyl)phosphine gave 5-oxo-2-phenyl-4,4-bis(trifluoromethyl)-4,5-di-hydro-1,3,2-benzodioxaphosphepine. Heating of the latter initiated an intramolecular interaction of the P atom with the carbonyl group. Hydrolysis of the intermediate product yielded 3-hydroxy-2-oxo-2-phenyl-3-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-2,3-di-hydro-1,2λ5-benzo[d]oxaphosphole. The reaction was highly stereoselective (PRCS/PSCR). The reaction of the starting phosphepine with chloral proceeded highly stereoselectively (PRCSCS/PSCRCR) to give a 5-carbaphosphatrane derivative containing a four-membered ring, namely, 1-phenyl-3-trichloromethyl-10,10-bis(trifluoromethyl)-6,7-benzo-2,4,8,9-tetraoxa-1λ5-phosphatricyclo[3.3.2.01,5]decene. The trigonal bipyramid of the 5-carbaphosphatrane derivative is made up of the equatorial O atoms and the apical C atoms.

Reaction of 5-oxo-2-phenyl-4,4-bis(trifluoromethyl)-4,5-dihydro-1,3,2-benzodioxaphosphepine with chloral. The synthesis and spatial structure of 5-carbaphosphatrane containing a four-membered ring

Synthesis and crystal structure of 5-carbaphosphatranes containing a four-membered cycle

We developed a new approach to the synthesis of phosphoranes and carba phosphatranes on the basis of the reaction of benzo[d]-1,3,2-dioxaphospholes, having β- or γ-unsaturated group in a substituent, with such compounds containing multiple bonds, such as hexafluoroacetone, chloral, and diethylacetylenedicarboxylate.

A New Approach to The Synthesis of Phosphoranes Based on the Reaction of Benzo[d]-1,3,2-Dioxaphospholes, Having β- or γ-Unsaturated Group in a Substituent, with Compounds Containing Multiple Bonds

Liliya M. Burnaeva

Papers

Fluoroalkoxy-derivatives of trivalent phosphorus: synthesis and reactivity

Reaction of 5-oxo-2-phenyl-4,4-bis(trifluoromethyl)-4,5-dihydro-1,3,2-benzodioxaphosphepine with chloral. The synthesis and spatial structure of 5-carbaphosphatrane containing a four-membered ring

Synthesis and crystal structure of 5-carbaphosphatranes containing a four-membered cycle

A New Approach to The Synthesis of Phosphoranes Based on the Reaction of Benzo[d]-1,3,2-Dioxaphospholes, Having β- or γ-Unsaturated Group in a Substituent, with Compounds Containing Multiple Bonds

Reaction of 2-Phenyl-1,3,2-benzodioxaphosphinan-4-one with Diethyl Benzylidenemalonate