Intramolecular Azide−Alkyne Cycloaddition for the Fast Assembly of Structurally Diverse, Tricyclic 1,2,3-Triazoles

Ana I. Oliva, Ute Christmann, D. Font, Félix Cuevas, Pablo Ballester, Helmut Buschmann, Antoni Torrens, Susana Yenes, Miquel À. Pericàs

Organic Letters · 2008 · 54 citations · 18 references

Concepts

Abstract

The synthesis of novel tricyclic 1,2,3-triazoles starting from cyclic epoxides via the sequential azidolysis, propargylation and 1,3-dipolar cycloaddition is described. Derivatization by N-arylation reaction and the synthesis of enantiomerically pure compounds is also reported. Some of these compounds exhibit significant affinity for the sigma-1 receptor.

References

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