Table 3. SG-1′-Catalyzed Cycloaddition Reaction: Optimization of the Catalytic Conditions for the Epoxystyrene–Azide–Phenylacetylene Cycloaddition Reaction^a.

entry	catalyst (mg)	temp.	time (h:min)	yield (%)b	selectivity (%)
1	0	r.t.	8:00	0
2	3	r.t.	8:00	30	100
3	5	r.t.	6:00	60	100
4	7.5	r.t.	5:00	90	100
5	10	r.t.	4:00	94	100
6	15	r.t.	3:45	94	100
7	20	r.t.	3:30	92	100
8	10	50	3:00	93	100
9	10	60	3:00	93	>95
10	10	70	2:45	92	82
11	10	80	2:30	94	60
12	10	100	2:30	93	50

^aReaction conditions: epoxystyrene (1 mmol), phenylacetylene (1 mmol), NaN₃ (1 mmol), SG-1′, and water (2 mL).

^bIsolated yield.