Comparison of the reaction conditions for the synthesis of 1,4-disubstituted-1,2,3-triazole 8a^a.

Entry	Catalyst	Condition	Time	Yield 8a (%)	Ref.
1	2-Pyrrole carbaldiminato–Cu(ii) complex (0.005 mmol)	Rt/H2O	13 h	97	63
2	Cu/Al2O3 (10 mol%)	Ball-milling, rt/neat	1 h	92	95
3	Cu(i)-zeolite (10 mol%)	20 °C/MeOH	15 h	80	96
4	Cu/SiO2 (20 mol%)	MW, 70 °C/H2O	10 min	92	97
5	Cu(ii)-PBSb–HPMO (10 mg)	100 °C/H2O	3.5 h	96	98
6	CuNP/Cc (0.5 mol%)	70 °C/H2O	6 h	99	99
7	CuNPd (0.025 mmol)	rt/MeOH	8 h	93	100
8	Cu(ii)-TD@nSiO2e (0.3 mol%)	rt/sodium ascorbate, H2O/EtOH (2 : 1)	20 min	99	101
9	SiO2–NHCh-Cu(i)f (1 mol%)	80 °C/H2O	6 h	98	102
10	PS-C22-CuIg (0.6 mol%)	Rt/H2O	15 h	99	61
11	CuNPs/Mag silica (4.3 mol%)	70 °C/H2O	1 h	98	103
12	MNP@PILCuh (4 mg)	50 °C/H2O	2.5 h	95	104
13	MNP@PDMA-Cui (0.3 mol%)	50 °C/H2O, sodium ascorbate	2 h	96	74
14	Cu@βCD-PEG-mesoGOj (5 mol%)	25 °C/H2O	1 h	90	105
15	Cu(ii)/NP (0.06 g)	rt/MeOH	1 min	99	This study

^aReaction condition: three-component reaction of the benzyl bromide, phenyl acetylene and NaN₃.

^bPorphyrin-bridged silsesquioxane (PBS).

^cCopper nanoparticles on activated carbon (CuNP/C).

^dNano-copper (CuNP).

^eCopper Immobilized on Nano silica Triazine Dendrimer.

^fN-heterocyclic carbene.

^gPolystyrene resin-supported copper(i) iodide-cryptand-22 complex.

^hMagnetic nanoparticles into the cross-linked poly(imidazole/imidazolium) immobilized Cu(ii).

ⁱCopper sulphate onto multi-layered poly (2-dimethylaminoethyl acrylamide)-coated Fe₃O₄ nanoparticles.

^jCopper supported β-cyclodextrin functionalized PEGylated mesoporous silica nanoparticle-graphene oxide hybrid.