Synthesis and Stability of Boratriazaroles

We describe the synthesis and stability analysis of novel boratriazaroles that can be viewed as bioisosteres of imidazoles or pyrazoles. These heterocycles could conveniently be obtained by condensing a boronic acid and amidrazone 1 in various solvents. A detailed stability analysis of selected comp...

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Bibliographic Details
Published inOrganic letters Vol. 17; no. 1; pp. 74 - 77
Main Authors Zurwerra, Didier, Quetglas, Vincent, Kloer, Daniel P, Renold, Peter, Pitterna, Thomas
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 02.01.2015
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
HETEROAROMATIC-COMPOUNDS
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Summary:We describe the synthesis and stability analysis of novel boratriazaroles that can be viewed as bioisosteres of imidazoles or pyrazoles. These heterocycles could conveniently be obtained by condensing a boronic acid and amidrazone 1 in various solvents. A detailed stability analysis of selected compounds at different pH values as a function of time led to the identification of steric hindrance around the boron atom as a key element for stabilization.
Bibliography:ObjectType-Article-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol5032552