Molecules (Mar 2022)

An Orthogonal Synthetic Approach to Nonsymmetrical Bisazolyl 2,4,6-Trisubstituted Pyridines

  • Arturo Gamonal Ruiz-Crespo,
  • Laura Galán-Fernández,
  • Paloma Martínez-Martín,
  • Juan Carlos Rodríguez-Ubis

DOI
https://doi.org/10.3390/molecules27051746
Journal volume & issue
Vol. 27, no. 5
p. 1746

Abstract

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A three-step synthetic route giving access to nonsymmetrical bisazolyl 2,4,6-trisubstituted pyridines with different substituents on the pyrazole, indazole, and pyridine heterocycles is described. From the readily available 4-bromo-2,6-difluoropyridine, both fluorine atoms allow for easy selective stepwise substitution, and the bromine atom provides easy access to additional functionalities through both Suzuki and Sonogashira Pd(0) cross-coupling reactions. These synthons represent optimal structures as building blocks in complexation and metalloorganic structures for the tuning of their chelating and photophysical properties.

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