Synthesis and stability of boratriazaroles.

Org Lett

Syngenta Crop Protection Münchwilen AG , WST-820.2.14, Schaffhauserstrasse, CH-4332 Stein, AG, Switzerland.

Published: January 2015

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.

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http://dx.doi.org/10.1021/ol5032552DOI Listing

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