Expedient synthesis of substituted (diphenylphosphinoylmethyl)benzenes

Sean P. Bew; Rebecca A. Brimage; David L. Hughes; Laurent Legentil; Sunil V. Sharma; Martin A. Wilson

doi:10.1021/jo062114k

Expedient synthesis of substituted (diphenylphosphinoylmethyl)benzenes

Sean P. Bew, Rebecca A. Brimage, David L. Hughes, Laurent Legentil, Sunil V. Sharma, Martin A. Wilson

Chemistry of Materials and Catalysis

Research output: Contribution to journal › Article › peer-review

2 Citations (Scopus)

Abstract

An efficient protocol for the synthesis of structurally diverse (diphenylphosphinoylmethyl)benzenes is described. The reaction employs readily available carboxylic acids, chlorodiphenylphosphine, and water as the reagents. A 97% reduction in the reaction times and substantially higher yields of products result, up to a 60% increase, if the reactions are performed under microwave irradiation. The first examples of transition-metal-catalyzed reactions applied to 4-bromo-1,3-bis(diphenylphosphinoylmethyl)benzene are also reported. © 2007 American Chemical Society.

Original language	English
Pages (from-to)	2655-2658
Number of pages	4
Journal	The Journal of Organic Chemistry
Volume	72
Issue number	7
DOIs	https://doi.org/10.1021/jo062114k
Publication status	Published - 30 Mar 2007

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title = "Expedient synthesis of substituted (diphenylphosphinoylmethyl)benzenes",

abstract = "An efficient protocol for the synthesis of structurally diverse (diphenylphosphinoylmethyl)benzenes is described. The reaction employs readily available carboxylic acids, chlorodiphenylphosphine, and water as the reagents. A 97% reduction in the reaction times and substantially higher yields of products result, up to a 60% increase, if the reactions are performed under microwave irradiation. The first examples of transition-metal-catalyzed reactions applied to 4-bromo-1,3-bis(diphenylphosphinoylmethyl)benzene are also reported. {\textcopyright} 2007 American Chemical Society.",

author = "Bew, {Sean P.} and Brimage, {Rebecca A.} and Hughes, {David L.} and Laurent Legentil and Sharma, {Sunil V.} and Wilson, {Martin A.}",

year = "2007",

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doi = "10.1021/jo062114k",

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T1 - Expedient synthesis of substituted (diphenylphosphinoylmethyl)benzenes

AU - Bew, Sean P.

AU - Brimage, Rebecca A.

AU - Hughes, David L.

AU - Legentil, Laurent

AU - Sharma, Sunil V.

AU - Wilson, Martin A.

PY - 2007/3/30

Y1 - 2007/3/30

N2 - An efficient protocol for the synthesis of structurally diverse (diphenylphosphinoylmethyl)benzenes is described. The reaction employs readily available carboxylic acids, chlorodiphenylphosphine, and water as the reagents. A 97% reduction in the reaction times and substantially higher yields of products result, up to a 60% increase, if the reactions are performed under microwave irradiation. The first examples of transition-metal-catalyzed reactions applied to 4-bromo-1,3-bis(diphenylphosphinoylmethyl)benzene are also reported. © 2007 American Chemical Society.

AB - An efficient protocol for the synthesis of structurally diverse (diphenylphosphinoylmethyl)benzenes is described. The reaction employs readily available carboxylic acids, chlorodiphenylphosphine, and water as the reagents. A 97% reduction in the reaction times and substantially higher yields of products result, up to a 60% increase, if the reactions are performed under microwave irradiation. The first examples of transition-metal-catalyzed reactions applied to 4-bromo-1,3-bis(diphenylphosphinoylmethyl)benzene are also reported. © 2007 American Chemical Society.

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U2 - 10.1021/jo062114k

DO - 10.1021/jo062114k

M3 - Article

VL - 72

SP - 2655

EP - 2658

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 7

ER -

Expedient synthesis of substituted (diphenylphosphinoylmethyl)benzenes

Abstract

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