Efficient Conversion of Aromatic Amines into Azides: A One-Pot Synthesis of Triazole Linkages - Aix-Marseille Université Access content directly
Journal Articles Organic Letters Year : 2007

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

Karine Barral
John Moses

Abstract

[reaction: see text] An efficient and improved procedure for the preparation of aromatic azides and their application in the Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition ("click reaction") is described. The synthesis of aromatic azides from the corresponding amines is accomplished under mild conditions with tert-butyl nitrite and azidotrimethylsilane. 1,4-Disubstituted 1,2,3-triazoles were obtained in excellent yields from a variety of aromatic amines without the need for isolation of the azide intermediates.
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hal-02061672 , version 1 (08-03-2019)

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Karine Barral, Adam Moorhouse, John Moses. Efficient Conversion of Aromatic Amines into Azides: A One-Pot Synthesis of Triazole Linkages. Organic Letters, 2007, 9 (9), pp.1809-1811. ⟨10.1021/ol070527h⟩. ⟨hal-02061672⟩

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