Table 2.

Regiodivergent Arylboration of 1,2-Disubstituted Alkenylarenes

entry	solvent	temp (°C)	base	yield (%)[a]	51	:	52
1	DMA	rt	KOEt	98	>99	:	1
2	toluene:DMA (1:1)	rt	KOEt	98	93	:	1
3	toluene:DMA (5:1)	rt	KOEt	42	34	:	1
4	toluene:DMA (10:1)	rt	KOEt	28	14	:	1
5	toluene:DMA (50:1)	rt	KOEt	15	4.6	:	1
6	toluene:DMA (160:1)	rt	KOEt	17	2.3	:	1
7	toluene	rt	KOEt	15	1	:	9
8	toluene	60	KOEt	55	1	:	2.2
9	toluene	60	KOMe	42	1	:	5
10[b]	toluene	60	KOMe	42	1		36
11 [b],[c]	toluene	60	KOMe	45	1		39
12[c],[d]	toluene	60	KOMe	58	1		>99

Reactions performed on 0.2 mmol scale.

^[a]Combined yield of 51 and 52 determined by GC using a calibrated internal standard.

^[b]ArBr (1.2 equiv).

^[c]NiCl₂(DME) (15 mol%).

^[d]Alkene (2.0 equiv), ArBr, (1.0 equiv).