Pallado-catalysed P-arylations and P-vinylation of 2-hydrogeno-2-oxo-1,4,2-oxazaphosphinanes

A simple and effective preparation of 2-aryl- (or 2-vinyl)-1,4,2-oxazaphosphinanes, phosphorus analogues of aryl-morpholinols has been developed, involving palladium catalysed coupling of aryl (or vinyl)-halides with 2- H-1,4,2-oxazaphosphinane in presence of triethylamine. A deprotection step was a...

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Bibliographic Details
Published inTetrahedron Vol. 61; no. 29; pp. 7029 - 7036
Main Authors Pirat, Jean-Luc, Monbrun, Jérôme, Virieux, David, Cristau, Henri-Jean
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 18.07.2005
Elsevier
Subjects
Aminoalkylarylphosphinic acid
Arylation
Arylphosphinate
Chemical Sciences
Organic chemistry
Pallado-catalyse
Vinylation
Arylation
Aminoalkylarylphosphinic acid
Arylphosphinate
Vinylation
Pallado-catalyse
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Summary:A simple and effective preparation of 2-aryl- (or 2-vinyl)-1,4,2-oxazaphosphinanes, phosphorus analogues of aryl-morpholinols has been developed, involving palladium catalysed coupling of aryl (or vinyl)-halides with 2- H-1,4,2-oxazaphosphinane in presence of triethylamine. A deprotection step was also proposed to afford the corresponding P-aryl-α-aminobenzylphosphinic acid. A simple and effective preparation of 2-aryl- (or 2-vinyl)-1,4,2-oxazaphosphinanes, phosphorus analogues of aryl-morpholinols has been developed, involving palladium catalysed coupling of aryl (or vinyl)-halides with 2- H-1,4,2-oxazaphosphinane in presence of triethylamine. A deprotection step was also proposed to afford the corresponding P-aryl-α-aminobenzylphosphinic acid.
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2005.05.007