Suzuki–Miyaura reaction catalysed by HCPs-Pd-I^a.

Entry	R1	X	R2	3	Yieldb (%)		TON (×104)
1	H	I	H	3a	99	1.66
2	H	I	2-Me	3b	96	1.61
3	H	I	3-Me	3c	96	1.61
4	H	I	4-Me	3d	99	1.66
5	H	I	2-F	3e	94	1.58
6	H	I	3-F	3f	95	1.60
7	H	I	4-F	3g	92	1.55
8	H	I	4-CN	3h	94	1.58
9	4-Me	I	H	3d	99	1.66
10	4-OMe	I	H	3i	97	1.63
11c	3,5-(Me)2	I	H	3j	97	1.63
12	4-CN	I	H	3h	93	1.56
13	H	Br	H	3a	93	1.56
14	H	Br	4-Me	3d	94	1.60
15	H	Br	4-F	3g	92	1.55
16	H	Br	4-CN	3h	93	1.56
17	4-Me	Br	H	3d	95	1.60
18	2-Me	Br	H	3b	92	1.55
19	3-Me	Br	H	3c	93	1.56
20	H	CH2Br	H	3k	91	1.53
21	H	I		3l	92	1.55

^aReaction conditions: 1a (2.5 mmol), 2a (3.3 mmol), NaOH (3.3 mmol), HCPs-Pd (1.0 mg), EtOH/H₂O (10 mL), 60 °C, 1.0 h.

^bIsolated yields.

^cThe reaction time was 3.0 h.