Palladium-Catalyzed C(sp³)-H Arylation of Benzo[b]thiophen-3(2H)-one 1,1-Dioxide

Table 2

Optimization of solvents and bases.

Entry^1	Solvents	Temp (°C)	Bases	Yield (%)^2
1	Dioxane	100	KO^tBu	59
2	THF	60	KO^tBu	58
3	MTBE	50	KO^tBu	NR
4	Anisole	150	KO^tBu	28
5	DME	80	KO^tBu	NR
6	^tBuOH	80	KO^tBu	NR
7	DMAc	140	KO^tBu	62
8	DMC	90	KO^tBu	NR
9	NMP	140	KO^tBu	65
10	NMP	140	K3PO4	83 (73)^3
11	NMP	140	LiO^tBu	46
12	NMP	140	KOAc	NR
13	Toluene	110	K3PO4	73 (69)^3

¹Reaction conditions: 10 mol% of Pd(OAc)₂, 20 mol% of L1, 0.25 mmol of 1a, 0.5 mmol of 1b, 0.75 mmol of bases, and 1 mL of solvent, 24 h. ²GC yield. ³Isolated yield in parentheses.