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1,2,3-Triazoles Fused to Aromatic Rings

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Chemistry of 1,2,3-triazoles

Part of the book series: Topics in Heterocyclic Chemistry ((TOPICS,volume 40))

Abstract

The structure, synthesis, reactivity and applications of 1,2,3-triazoles fused to aromatic rings are described. These compounds have been classified in two groups by a structural approach: (a) fused 1,2,3-triazoles without a bridgehead nitrogen atom and (b) fused 1,2,3-triazoles with a bridgehead nitrogen atom. Although both systems present a similar structure, the synthetic procedures and their reactivity are different.

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Abbreviations

2-PyCHO:

2-Pyridylcarboxyaldehyde

AIBN:

Azobisisobutyronitrile

ArNs:

Aromatic nucleophilic substitution

Boc:

Tertbutoxycarbonyl

Bt:

1H-1,2,3-Benzotriazol

BuLi:

Butyllithium

Cod:

Cyclooctadiene

DMAD:

Dimethyl acetylenedicarboxylate

DMF:

Dimethylformamide

El:

Electrophile

Et:

Ethyl

FVT:

Flash vacuum thermolysis

LDA:

Lithium diisopropylamide

LiTMP:

Lithium tetramethylpiperidine

NBS:

N-Bromosuccinimide

NHC:

N-heterocyclic carbene

NMR:

Nuclear magnetic resonance

NOS:

Nitric oxide synthase

Nu:

Nucleophile

OAc:

Acetoxy

Ph:

Phenyl

THF:

Tetrahydrofuran

TMSCN:

Trimethylsilyl cyanide

TMSN3 :

Trimethylsilyl azide

Tp:

[1,2,3]triazolo[1,5-a]pyridine

TPT:

Triazolopyridine-pyridine-triazolopyridine

TsN3 :

Tosyl azide

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  1. Organic Chemistry Department, Faculty of Pharmacy, University of Valencia, Valencia, Spain

    Belén Abarca & Rafael Ballesteros-Garrido

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  1. Belén Abarca
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  2. Rafael Ballesteros-Garrido
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Correspondence to Belén Abarca .

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  1. Department of Chemistry, KU Leuven, Leuven, Belgium

    Wim Dehaen

  2. Ural Federal University, Yekaterinburg, Russia

    Vasiliy A. Bakulev

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Abarca, B., Ballesteros-Garrido, R. (2014). 1,2,3-Triazoles Fused to Aromatic Rings. In: Dehaen, W., Bakulev, V. (eds) Chemistry of 1,2,3-triazoles. Topics in Heterocyclic Chemistry, vol 40. Springer, Cham. https://doi.org/10.1007/7081_2014_121

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