One Step Cascade Synthesis of 4,5-Disubstituted-1,2,3-(NH)-Triazoles

Abstract

A Lewis base-catalyzed three-component cascade reaction was developed for the synthesis of 4,5-disubstituted-1,2,3-(NH)-triazoles. More than 25 new (NH)-triazoles were prepared in good to excellent yields under mild conditions. The availability of the C-4 vinyl group allows easy conversion into other triazole derivatives.

Triazole–Au(I) complex as chemoselective catalyst in promoting propargyl ester rearrangements

“…Recently, our group reported the synthesis and characterization of the 1,2,3-triazole [36–40] coordinated gold(I) complexes. As revealed by the X-ray crystal structures (Scheme 3), both neutral and anionic triazoles can coordinate with Au(I) cation, forming stable TA–Au complexes [41].…”

Catalyst-free 1,3-dipolar cycloaddition of 3-nitrochromen with sodium azide: a facile method for the synthesis of 4-aryl-1,4-dihydrochromeno[4,3-d][1,2,3]triazole derivatives

“…21 Proline catalyzed cascade synthesis of triazoles was achieved using nitroolefin, aldehyde, and sodium azide. 22 Similarly, the [3þ2] cycloaddition of TMSN 3 with 3-nitrocoumarins under solvent free conditions catalyzed by TBAF was reported. 23 The scarce application of these electron deficient substrates is probably due to the poor reactivity of the reactant.…”

Synthesis and antibacterial activity of aminosugar-functionalized intercalating agents

“…In the IR spectrum, the signal ($2200 cm À1 ) for the alkyne disappeared, and signals (1733, 1600, 1433, 1215 cm À1 ) for a 1,2,3-triazole appeared, although they are not very characteristic. 17 In the 13 C NMR spectrum, the alkyne signals at $80 ppm and $90 ppm also disappeared; however, three signals for quaternary aromatic carbons in 25 were missing, presumably due to their very long relaxation times. Efforts to change the pulse delay led to two of three signals being recovered, but not all three.…”