Table 1.

Optimization of C–H arylations at room temperature.^[a]

Run	X		Surfactant	Yield [%]
1	COMe	1a	PTS	trace
2	COiPr	1b	PTS	trace
3	COtBu	1c	PTS	24
4	CSNMe2	1d	PTS	0
5	COCF3	1e	PTS	trace
6	CONMe2	1f	PTS	67(0,[b] 0,[c] 0,[d] 60[e])
7	CONMe2	1f	Triton X-100	73 (47,[f] 20[g])
8	CONMe2	1f	Solutol	65
9	CONMe2	1f	Brij 35	76
10	CONMe2	1f	Brij 30	72
11	CONMe2	1f	TPGS	73
12	CONMe2	1f	Cremophor EL	40
13	CONMe2	1f	none	35

^[a]Conducted at room temperature for 20 h in 2 wt% surfactant/water with 10 mol% Pd(OAc)₂, AgOAc (2 equiv), aq. HBF₄ (5 equiv), 1 (0.25 mmol), and 2 (2 equiv).

^[b]AcOH (instead of HBF₄).

^[c]HCl.

^[d]TFA.

^[e]TsOH.

^[f]1.2 equiv AgOAc.

^[g]3 mol% catalyst.