Multicomponent synthesis of 4-aryl-NH-1,2,3-triazoles in the presence of Al-MCM-41 and sulfated zirconia

Solvent‐Free Choline Derivative Synthesis as a Powerful Organic Synthesis Medium

“…[35b] The elimination process occurs when the urea (H) intermediate reacts with counterions (Scheme 1). [15,16,24,32]…”

Metal-Free Cascade [4 + 1] Cyclization Access to 4-Aryl-NH-1,2,3-triazoles from N-Tosylhydrazones and Sodium Azide

“…4-(3,4-Dimethoxyphenyl)-1H-1,2,3-triazole (3g). 20,21 Yield 72% (147.7 mg); white solid; 1 H NMR (400 MHz, DMSO-d 6 ): δ (ppm) 14.93 (s, 1H), 8.24 (s, 1H), 7.47 (s, 1H), 7.43 (d, J = 8.4 Hz, 1H), 7.04 (d, J = 8.4 Hz, 1H), 3.86 (s, 3H), 3.81 (s, 3H); 13 (100 MHz, DMSO-d 6 ): δ (ppm) 149.1, 146.3, 130.2, 123.5, 118.2, 112.1, 109.3, 55.6, 55.5 3]dioxol-5-yl)-1H-1,2,3-triazole (3h). 19a Yield 68% (128.7 mg); white solid; 1 H NMR (400 MHz, DMSO-d6): δ (ppm) 15.11 (s, 1H), 8.28 (s, 1H), 7.47−7.44 (m, 1H), 7.43−7.41 (m, 1H), 7.02 (d, J = 8.0 Hz, 1H), 6.10 (s, 2H); 13 C{ 1 H} NMR (100 MHz, DMSO-d 6 ): δ (ppm) 147.9, 147.3, 145.6, 128.5, 124.5, 119.4, 108.8, 106.1, 101. 4-(2-Chlorophenyl)-1H-1,2,3-triazole (3j).…”

“…20−8.13 (m, 1H), 7.94−7.88 (m, 1H), 7.69 (d, J = 8.4 Hz, 1H); 13 C{ 1 H} NMR (100 MHz, DMSO-d 6 ): δ (ppm) 143.7, 131.9, 131.2, 131.0, 130.5, 127.1, 125.5 4-(2-Bromophenyl)-1H-1,2,3-triazole (3n). 20,21 Yield 76% (170.3 mg); yellow solid; 1 H NMR (400 MHz, DMSO-d 6 ): δ (ppm) 15.40 (s, 1H), 8.38 (s, 1H), 7.85 (s, 1H), 7.78 (d, J = 8.0 Hz, 1H), 7.51 (t, J = 7.6 Hz, 1H), 7.35 (t, J = 7.6 Hz, 1H); 13 C{ 1 H} NMR (100 MHz, DMSO-d 6 ): δ (ppm) 144.5, 133.5, 131.5, 131.0, 130.0, 128.0, 121. 4-(3-Bromophenyl)-1H-1,2,3-triazole (3o). 21 Yield 91% (203.9 mg); yellow solid; 1 H NMR (400 MHz, DMSO-d 6 ): δ (ppm) 15.27 (s, 1H), 8.45 (s, 1H), 8.17 (s, 1H), 7.97 (d, J = 7.6 Hz, 1H), 7.58 (d, J = 7.6 Hz, 1H), 7.46 (t, J = 8.0 Hz, 1H); 13 C{ 1 H} NMR (100 MHz, DMSO-d 6 ): δ (ppm) 144.9, 133.1, 131.1, 130.8, 128.1, 124.5, 122.4, 120.4; ITMS (ESI, LCQ-fleet): m/z [M + H] + C 8 H 7 BrN 3 : 223.92 (99.99), 224.99 (11.58), 225.90 (100), 227.01 (9.87).…”

One‐pot Synthesis of 4‐Aryl‐NH‐1,2,3‐triazoles in Presence of Fe3O4@SiO2@Propyl‐HMTA as a New Basic Catalyst

“…synthesized 4‐aryl‐ NH ‐1,2,3‐triazoles using the Al‐MCM‐41 catalyst. The reaction was carried out with microwave heating at 80 °C, using DMF as the solvent . Li et al.…”