Preparation of Biscarbonylmethylenetriphenylphosphorane Derivatives: A Mini-Review

Author(s): Andrés-Felipe Villamizar-Mogotocoro , Juan-Manuel Urbina-González* , Ingrid Rincón-Valdivieso .

Journal Name: Letters in Organic Chemistry

Volume 16 , Issue 10 , 2019

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Abstract:

Biscarbonylmethylenetriphenylphosphoranes are versatile compounds derived from stabilized α-carbonylmethylenetriphenylphosphoranes, mainly prepared by transylidation or by analogue methodologies; other procedures include electrochemical oxidation, palladium-catalized insertions and displacements reactions with tellurol esters, as well as the use of Bestmann’s ylide with different reagents and reaction conditions. These biscarbonylmethylenetriphenylphosphoranes are usually converted into acetylenes by thermal treatments. Biscarbonylmethylenetriphenylphosphoranes and their oxidation products -vicinal tricarbonyl compounds- are of high importance due to their use as synthons of more complex molecules and their promising biological activity.

Keywords: Biscarbonylmethylenetriphenylphosphoranes, α, α'-diacylmethylenetriphenylphosphoranes, dioxomethylenetriphenylphosphoranes, diacylphosphoranes, diketophosphorous ylides, diesterphosphorous ylides, Bestmann's ylide.

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Article Details

VOLUME: 16
ISSUE: 10
Year: 2019
Page: [769 - 778]
Pages: 10
DOI: 10.2174/1570178616666181203145751
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