Reaction of the Trichloromethyl Group with Di- and Trialkyl Phosphites

Kepler, John A.; Carroll, F. Ivy; Garner, Ray; Wall, Monroe E.

doi:10.1021/jo01339a021

Cited by 5 publications

(1 citation statement)

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“…In 1966, Wall’s team reported the results of an interesting reaction between 3-methyl-5-(trichloromethyl)-1,2,4-oxadiazole and diethyl phosphonate ( 7a ) in the presence of triethylamine in a diethyl ether environment [ 44 ]. The authors assumed that in the first step of the reaction, nucleophile 7a attacked the halogen of the trichloromethyl group of the 3-methyl-5-(trichloromethyl)-1,2,4-oxadiazole yielding dehalogenated 5-(dichloromethyl)-3-methyl-1,2,4-oxadiazole with 67% yield.…”

Section: The Hypodiphosphoric Acid Estersmentioning

confidence: 99%

The Synthesis of Hypodiphosphoric Acid and Derivatives with P-P Bond, including Esters and Diphosphine Dioxides: A Review

Nycz¹

2021

Molecules

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The synthesis of hypodiphosphoric acid and its related compounds began in 1877, but no summary of the synthetic efforts has been reported. This review includes published papers related to the molecules containing the >P(=O)-P(=O)< fragment, which notably resembles the structure of the >P(=O)-O-P(=O)< moiety, the essential building block of many important molecules found in nature and in the field of medicinal chemistry. This review covers the strategies related to the synthesis of hypodiphosphoric acid (former name hypophosphoric acid), its ester form, and diphosphine dioxides. Finally, some properties and applications of these structures studied during this period are presented.

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Section: The Hypodiphosphoric Acid Estersmentioning

confidence: 99%

The Synthesis of Hypodiphosphoric Acid and Derivatives with P-P Bond, including Esters and Diphosphine Dioxides: A Review

Nycz¹

2021

Molecules

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The Synthesis of Functionalized Phosphinic and Phosphonic Acids and their Derivatives. Part A: Halo, Hydroxy, Epoxy, Mercapto, Carboxy and Oxo Functionalized Acids

Edmundson¹

2009

Patai's Chemistry of Functional Groups

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Introduction Halo‐Phosphonic and ‐Phosphinic Acids Hydroxy‐Phosphonic and ‐Phosphinic Acids Epoxy‐Phosphonic and ‐Phosphinic Acids Mercapto‐Phosphonic and ‐Phosphinic Acids Phosphonoyl‐ and Phosphinoyl‐Alkanoic Acids and their Derivatives Oxoalkyl‐Phosphonic and ‐Phosphinic Acids

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