A new and direct approach to functionalized biaryl α-ketophosphonic acids via aqueous Suzuki coupling on solid support

A new method for the synthesis of functionalized biaryl α-ketophosphonic acids has been developed. The key step involves the use of sodium bromobenzoyl phosphonates to react with polymer-bound boronic acids via microwave-assisted aqueous Suzuki coupling. This approach provides rapid access to a wide...

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Bibliographic Details
Published inTetrahedron letters Vol. 47; no. 1; pp. 19 - 22
Main Authors Li, Xianfeng, Szardenings, Anna Katrin, Holmes, Christopher P., Wang, Liang, Bhandari, Ashok, Shi, Lihong, Navre, Marc, Jang, Larry, Grove, J. Russell
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 02.01.2006
Elsevier
Subjects
Aqueous Suzuki coupling
Biaryl scaffolds
Chemistry
Chemistry, Organic
Physical Sciences
PTP inhibitors
Science & Technology
α-Ketophosphonic acids
α-Ketophosphonic acids
PTP inhibitors
Biaryl scaffolds
Aqueous Suzuki coupling
PHASE SYNTHESIS
ORGANIC-CHEMISTRY
ANALOGS
PHOSPHONATE ESTER
ACYL PHOSPHONATES
biaryl scaffolds
SUBSTITUENT
aqueous Suzuki coupling
TYROSINE-PHOSPHATASE 1B
ACYLPHOSPHONATES
INHIBITORS
alpha-ketophosphonic acids
DERIVATIVES
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Summary:A new method for the synthesis of functionalized biaryl α-ketophosphonic acids has been developed. The key step involves the use of sodium bromobenzoyl phosphonates to react with polymer-bound boronic acids via microwave-assisted aqueous Suzuki coupling. This approach provides rapid access to a wide range of diverse biaryl analogues containing an α-ketophosphonic acid moiety.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2005.10.122