Table 3.

Catalyst and conditions screening for the cycloaddition of benzyl azide and phenylacetylene^a.

Entry	Catalyst	Cat. loading (mol %)	Solvent	Time (h)	Yield (%)b
1	–	–	Water	24	0
2	CC	–	Water	24	0
3	CuCl-CC	5	Water	6	66
4	CuBr-CC	5	Water	6	74
5	CuI-CC	3	Water	6	99
6	CuI-CC	2	Water	6	98
7	CuI-CC	0.5	Water	6	77
8	CuI-CC	0.1	Water	6	74
9	CuI-CC	5	Ethanol	6	85
10	CuI-CC	5	Methanol	6	74
11	CuI-CC	5	Toluene	6	80
12	CuI-CC	5	Acetonitrile	6	98
13	CuI-CC	5	Hexane	6	35

^aReaction conditions: benzylazide (0.75 mmol); phenylacetylene (0.62 mmol); solvent (5 mL); and catalyst were mixed and stirred at room temperature.

^bIsolated yields.