Table 3.

Synthetic results of mechanochemical CuAAC ^a.

Entry	Alkyne	Azide	Product	Yield b % (Conv. c)
1 d	2a	1b	3b	98 (>99)
2 d	2a	1c	3c	97 (>99)
3	2a	1d	3d	95 (>99)
4 d	2a	1e	3e	91 (95)
4 d	2a	1f	3f	94 (97)
5 d	2a	1g	3g	97 (>99)
6	2a	1h	3h	90 (92)
7 d	2b	1i	3i	98 (>99)
8	2c	1a	3j	92 (96)
9	2d	1a	3k	88 (91)
10 e	2e	1a	3l	98 (>99)
11 f	2a	1j	3m	81

^a: Reaction conditions: azide 1 (1 mmol), alkyne 2 (1 mmol), Cu powder (1 mmol), 5 min, 650 rpm; stainless steel jar (50 mL), 1500 small balls and 48 medium balls; ^b: Isolated yield, compound purity proved by ¹H-NMR and ¹³C-NMR (see Supporting Info); ^c: Determined by GC-MS; ^d: Reaction time 10 min; ^e: Excess 1a (2 mmol); ^f: Reaction condition: 0.1 mmol 1j (6-monoazido-β-CD) (0.1 mmol), 2a (0.5 mmol), Cu powder (0.1 mmol), 30 min.