Diazoaldehyde Chemistry. Part 3. Synthesis of 4‐acyl‐1H‐1,2,3‐triazole derivatives

Abstract

(15.XI. 95)Ten new a -diazo$-oxoaldehydes were condensed with aniline, ammonia, hydroxylamine, and semicarbazide to yield new 4-acyl-(l-substituted)-l H-l,2,3-triazoles in moderate-to-good yields. The method is simple and regiospecific. The latter feature makes this method superior to the widely used acylacetyiene + azide approach.

Silver Iodide Nanospheres Wrapped in Reduced Graphene Oxide for Enhanced Photocatalysis

“…1‐(1‐Phenyl‐1 H ‐1,2,3‐triazol‐4‐yl)ethan‐1‐one (15a): 17i Yield: 80%; white solid; mp 108–109 °C; FT‐IR (KBr): ν=1691 cm −1 ; 1 H NMR (400 MHz, CDCl 3 ): δ =8.48 (s, 1 H), 7.76–7.74 (m, 2 H), 7.58–7.54 (m, 2 H), 7.51–7.47 (m, 1 H), 2.75 (s, 3 H); 13 C NMR (100 MHz, CDCl 3 ): δ =193.0, 148.7, 136.6, 130.1, 129.7, 123.5, 121.0, 27.4; LR‐MS (ESI): m / z (relative intensity)=188 (M + +H, 100), 174 (50), 164 (85); HR‐MS: m/z =187.0741, calcd. for C 10 H 9 O 1 N 3 (M + ): 187.0746.…”

Synthesis of aromatic heterocycles

“…144 Routes to the fused hydroxytriazoles 39 145 and 40 146 from nitroso compounds have been described; this is the first preparation of 1-hydroxybenzotriazole 3-oxide 39.…”

Synthesis of 1-Vinyl 1,2,3-Triazole Derivatives

“…Preparation of some N-vinyl-1,2,3-triazoles [2][3][4][5][6][7] and N-vinyl-l,2,4-triazoles [8][9][10][11][12][13][14] are reported in the literature. Recently we reported the reactions of a-diazo-ßoxoaldehyde derivatives with several amine derivatives to yield new 4-acyl-lH-1,2,3-triazole derivatives [19], In this work the aim is to synthesize new l-vinyl-l,2,3-triazole compounds by a new method based on our previous study [19]. Recently we reported the reactions of a-diazo-ßoxoaldehyde derivatives with several amine derivatives to yield new 4-acyl-lH-1,2,3-triazole derivatives [19], In this work the aim is to synthesize new l-vinyl-l,2,3-triazole compounds by a new method based on our previous study [19].…”