Table 4.

Cycloaddition of azides and alkynes catalyzed by copper-carbon catalysts^a.

Entry	Alkyne	Azide	Product	Catalyst	Yieldb (%)	TONc	TOFd
1			3a	Cu-CC	77	154	25.66
				Cu-CANS	95	190	31.66
2			3b	Cu-CC	60	132	22.00
				Cu-CANS	88	176	29.33
3			3c	Cu-CC	91	182	30.33
				Cu-CANS	89	178	29.66
4			3d	Cu-CC	71	142	23.00
				Cu-CANS	92	184	30.66
5			3e	Cu-CC	76	152	25.33
				Cu-CANS	95	190	31.66
6			3f	Cu-CC	75	150	25.00
				Cu-CANS	94	188	31.33
7			3g	Cu-CC	76	152	25.33
				Cu-CANS	87	122	20.33
8			3h	Cu-CC	61	182	30.33
				Cu-CANS	73	146	24.33
9			3i	Cu-CC	76	152	25.33
				Cu-CANS	96	192	32.00
10			3j	Cu-CC	74	148	24.66
				Cu-CANS	80	160	26.66
11			3k	Cu-CC	76	152	25.33
				Cu-CANS	78	156	26.00

^aReaction conditions: azide (0.75 mmol); alkyne (0.62 mmol); water (5 mL); catalyst (0.005 equivalent) mixed at room temperature.

^bIsolated yields.

^cTON, Turnovers number (moles substrate/moles of catalyst).

^dTOF, Turnover frequency (TON/time of reaction).