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Citation
Tags
HERO ID
8379200
Reference Type
Journal Article
Subtype
Review
Title
The Role of Phosphorus Trichloride and Phosphorous Acid in the Formation of alpha-Hydroxymethylenebisphosphonic Acids from the Corresponding Carboxylic Acids - A Mechanistic Overview
Author(s)
Nagy, DI; Gruen, A; Greiner, I; Keglevich, G; ,
Year
2017
Is Peer Reviewed?
Yes
Journal
Current Organic Chemistry
ISSN:
1385-2728
EISSN:
1875-5348
Publisher
BENTHAM SCIENCE PUBL LTD
Location
SHARJAH
Page Numbers
1567-1578
DOI
10.2174/1385272821666170417122441
Web of Science Id
WOS:000406673200001
URL
http://www.eurekaselect.com/151654/article
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Abstract
Background: Although the synthesis of alpha-hydroxymethylenebisphosphonic acids (dronic acids) and derivatives by reaction of the corresponding carboxylic acids (or its derivatives) with P-reagents, such as phosphorus trichloride, phosphorous acid and phosphoryl chloride formed the subject of many studies, in most cases, the selection of the P-reagents, their ratio, and the conditions (solvent and temperature) were not optimized.Method: Selection of the appropriate P-reagents and their ratios, along with the conditions is possible, only if the reaction protocol (sequence of the steps) or the mechanism is known. For this purpose, the relevant information was extracted from the literature, critically discussed and the conclusions were drawn. Our own experiences are also summarized on the possible mechanisms, and on the related optimum set of the reaction parameters depending mainly on the nature of the solvent used.Conclusion: This review gives a better understanding of the dronate chemistry, and promotes "greener" and more practical syntheses.
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