Table 1.

Reaction Optimization

Entry	Variations from above	% yield[a]
1	none	80
2	Li2CO3 / Na2CO3 / Cs2CO3 vs K2CO3	0 / 37 / 53
3	Et3N vs K2CO3	0
4	BINAP vs TrixiePhos	0
5	dppe vs TrixiePhos	0
6	dppf vs TrixiePhos	17
7	XPhos vs TrixiePhos	0
8	PPh3 vs TrixiePhos	67
9	4-OMe-PhBr vs PhBr	85[b]
10	4-OMe-PhBr vs PhBr, PPh3 vs TrixiePhos	22[b]
11	PhI vs PhBr	18
12	no Pd	0

^[a]0.1 mmol scale, yield determined by quantitative LCMS.

^[b]Ar = 4-OMe-Ph,¹H NMR yield after 1 h.