0000000000073119

AUTHOR

Leonardo Chiassai

Approaches for the introduction of fluorinated substituents into [1,2,3]Triazolo[1,5-a]pyridines

Abstract [1,2,3]Triazolo[1,5-a]pyridines functionalization with a trifluoromethyl group has been achieved for the first time using different synthetic strategies. Furthermore, these scaffolds have been employed as starting material in the synthesis of new 2,6-disubstituted pyridines containing the trifluoromethyl group, compounds that are not available using other methodologies. A fluorine-mediated triazolopyridine dimerisation is described, improving the previously known synthetic method. Preliminary studies focused on exploring triazolopyridines reactivity with electrophilic fluorine have revealed a new approach for the obtainment of imidazopyridines.

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Synthesis of new terpyridine-like ligands based on triazolopyridines and benzotriazoles

Herein, terpyridine triazole-based analogs bearing benzotriazoles or/and triazolopyridines are prepared via copper catalysis, where the arrangement of the nitrogen atoms is proven to be crucial to the spectroscopic properties of these ligands.

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Nuevos ligandos polinitrogenados derivados de [1,2,3]triazolo[1,5-a]piridinas. Caracterización y estudio de sus potenciales aplicaciones

El presente trabajo de tesis doctoral se compone de seis capítulos. El primer y segundo capítulo son de carácter introductorio donde se exponen los objetivos de la investigación y los antecedentes bibliográficos. En los siguientes tres capítulos se exponen tres diferentes tipos de funcionalización del anillo triazolopiridínico mientras que en el último capítulo se presentan los estudios de propiedades ópticas de algunos derivados descritos en el quinto capítulo. La primera parte del trabajo, que se describe en el capítulo 3, ha sido el estudio de la reactividad del anillo triazolopiridínico en condiciones de arilación directa. La [1,2,3]triazolo[1,5-a]piridina reacciona con halogenuros arom…

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Combining Amines and 3-(2-Pyridyl)-[1,2,3]Triazolo[1,5-a]pyridine: An Easy Access to New Functional Polynitrogenated Ligands

Triazolopyridine-pyridine amine ligands are easily obtained by means of either thermal- or copper(II)-mediated reactions. Starting from a readily accessible iodo derivative of triazolopyridine-pyridine and different amines, this new family of compounds combines aromatic and aliphatic nitrogen atoms with promising coordinating properties. Furthermore, chemical derivatization of a new triazolopyridine-pyridine diamine compound, N1-[6-([1,2,3]triazolo[1,5-a]pyridin-3-yl)pyridin-2-yl]ethan-1,2-diamine, allows the preparation of several remote-pyridine-containing ligands.

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ChemInform Abstract: Approaches for the Introduction of Fluorinated Substituents into [1,2,3]Triazolo[1,5-a]pyridines.

Functionalization of [1,2,3]triazolo[1,5-a]pyridines with a trifluoromethyl group is achieved for the first time.

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Synthesis of new fluorescent amino acids with a triazolopyridine core: diacid sensors

A new family of amino acid containing pyridine–triazolopyridine cores has been prepared by means of a copper catalysed reaction. These compounds exhibit an intense emission that has been employed to sense the distance between two carboxylic acids in a linear molecule, from oxalic to glutaric acids.

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