C-H bond functionalization in the synthesis of fused 1,2,3-triazoles

Jane Panteleev; Karolin Geyer; Angelica Aguilar-Aguilar; Letian Wang; Mark Lautens

doi:10.1021/ol102342y

C-H bond functionalization in the synthesis of fused 1,2,3-triazoles

Org Lett. 2010 Nov 19;12(22):5092-5. doi: 10.1021/ol102342y. Epub 2010 Oct 14.

Authors

Jane Panteleev¹, Karolin Geyer, Angelica Aguilar-Aguilar, Letian Wang, Mark Lautens

Affiliation

¹ Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, M5S 3H6, Canada.

PMID: 20945894
DOI: 10.1021/ol102342y

Abstract

A highly modular approach to fused 1,2,3-triazoles has been developed featuring a one-pot procedure combining copper(I) catalyzed azide-alkyne cycloaddition and palladium-catalyzed C-H bond functionalization. A class of structurally unique heterocycles was synthesized in good yields.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkynes / chemistry
Azides / chemistry
Catalysis
Combinatorial Chemistry Techniques
Copper / chemistry
Cyclization
Heterocyclic Compounds, 4 or More Rings / chemical synthesis*
Heterocyclic Compounds, 4 or More Rings / chemistry
Molecular Structure
Palladium / chemistry
Triazoles / chemical synthesis*
Triazoles / chemistry

Substances

Alkynes
Azides
Heterocyclic Compounds, 4 or More Rings
Triazoles
Palladium
Copper