Iodide-Catalyzed Reductions: Development of a Synthesis of Phenylacetic Acids

A new convenient and scalable synthesis of phenylacetic acids has been developed via the iodide catalyzed reduction of mandelic acids. The procedure relies on in situ generation of hydroiodic acid from catalytic sodium iodide, employing phosphorus acid as the stoichiometric reductant.

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Bibliographic Details
Published in:Journal of organic chemistry 2011-11, Vol.76 (22), p.9519-9524
Main Authors: Milne, Jacqueline E, Storz, Thomas, Colyer, John T, Thiel, Oliver R, Dilmeghani Seran, Mina, Larsen, Robert D, Murry, Jerry A
Format: Article
Language:English
Subjects:
Acids - chemistry
Catalysis
Chemistry
Exact sciences and technology
Iodides - chemistry
Iodine Compounds - chemistry
Mandelic Acids - chemistry
Molecular Structure
Noncondensed benzenic compounds
Organic chemistry
Organometalloidal and organometallic compounds
Oxidation-Reduction
P derivatives
Phenylacetates - chemical synthesis
Phenylacetates - chemistry
Preparations and properties
Stereoisomerism
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Description
Summary:A new convenient and scalable synthesis of phenylacetic acids has been developed via the iodide catalyzed reduction of mandelic acids. The procedure relies on in situ generation of hydroiodic acid from catalytic sodium iodide, employing phosphorus acid as the stoichiometric reductant.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo2018087