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. 2024 Mar 4;14(11):7601–7608. doi: 10.1039/d4ra01271b

Optimization for the synthesis of NH-1,2,3-triazoles 4a.

graphic file with name d4ra01271b-u2.jpg
Entry Base Yield 4ab (%)
1 Pyrrolidine 97
2 Piperidine >99
3 Morpholine 84
4 Et3N 26
5 DBU 23
6 DABCO 10
7 TMG 47
8 TMEDA 6
9 Na2CO3 12
10 NaOH 27
11 Cs2CO3 33
12 K2CO3 24
a

Reaction condition: 3a (0.1 mmol, 33.4 mg) and corresponding base (2 eq.) were dissolved in 1,4-dioxane (2 mL) and stirred at room temperature for 12 hours.

b

The yield was determined by HPLC using pure 4a as external standard [t3a = 2.937 min, λmax = 245.2 nm, CH3CN/water = 50 : 50 (v/v)].