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. 2020 Sep 4;10(54):32927–32937. doi: 10.1039/d0ra06251k

Optimization of reaction conditions for synthesis of 1-phenyl-2-(4-phenyl-1H-1,2,3-triazol-1-yl)ethan-1-onea.

graphic file with name d0ra06251k-u1.jpg
Entry Solvent Catalyst (mol%) Temp. (°C) Time (min) Yieldb (%)
1 Water 0.2 80 30 98
2 EtOH 0.2 Reflux 30 80
3 MeOH 0.2 Reflux 30 75
4 CH3CN 0.2 Reflux 90 65
5 DMF 0.2 80 90 70
6 Neat 0.2 80 30 40
7 Water No catalyst 80 180 30
8 Water 0.1 80 60 80
9 Water 0.3 80 30 97
10 Water 0.2 25 90 45
11 Water 0.2 40 60 55
12 Water 0.2 50 45 75
13 Water 0.2 60 30 92
14 Water 0.2 65 30 97
15 Water 0.2 70 30 97
16 Water 0.2 80 30 98
a

Reaction conditions: acetophenone (1.0 mmol), alkyne (1.0 mmol), sodium azide (1.2 mmol), catalyst (0.2 mol%) sodium ascorbate (2.5 mol%) and H2O (3 ml), 65 °C.

b

Isolated yield.