Concepedia

One-Pot Three-Step Synthesis of 1,2,3-Triazoles by Copper-Catalyzed Cycloaddition of Azides with Alkynes formed by a Sonogashira Cross-Coupling and Desilylation

Frédéric Friscourt, Geert‐Jan Boons

Organic Letters · 2010 · 87 citations · 26 references

DOI

Concepts

Abstract

A microwave-assisted, one-pot, three-step Sonogashira cross-coupling-desilylation-cycloaddition sequence was developed for the convenient preparation of 1,4-disubstituted 1,2,3-triazoles starting from a range of halides, acyl chlorides, ethynyltrimethylsilane, and azides.

References

26

A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective “Ligation” of Azides and Terminal Alkynes

Vsevolod V. Rostovtsev, Luke G. Green, Valery V. Fokin et al. · Angewandte Chemie International Edition · 2002 · 11.5K citations

, , +8

Peptidotriazoles on Solid Phase:  [1,2,3]-Triazoles by Regiospecific Copper(I)-Catalyzed 1,3-Dipolar Cycloadditions of Terminal Alkynes to Azides

Christian W. Tornøe, Caspar Christensen, Morten Meldal · The Journal of Organic Chemistry · 2002 · 8.5K citations

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A convenient synthesis of acetylenes: catalytic substitutions of acetylenic hydrogen with bromoalkenes, iodoarenes and bromopyridines

Kenkichi Sonogashira, Yasuo Tohda, Nobue Hagihara · Tetrahedron Letters · 1975 · 5.1K citations

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A Microwave-Assisted Click Chemistry Synthesis of 1,4-Disubstituted 1,2,3-Triazoles via a Copper(I)-Catalyzed Three-Component Reaction

Prasad Appukkuttan, Wim Dehaen, Valery V. Fokin et al. · Organic Letters · 2004 · 559 citations

, , +16

Efficient Conversion of Aromatic Amines into Azides:  A One-Pot Synthesis of Triazole Linkages

Karine Barral, Adam D. Moorhouse, John E. Moses · Organic Letters · 2007 · 403 citations

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