Table 2.

Arylation of Primary C-H Bonds^a

entry	amide	solvent, T, base	major product	yield, %
1b		t-Amyl-OH/H2O 90 °C, K2CO3		60
2		CH3CN 90 °C, K2CO3		54
3		t-Amyl-OH/H2O 90 °C, K2CO3		60
4		t-Amyl-OH 90 °C, K2CO3		65
5		Toluene 110 °C, CsOAc		79
6		Toluene 110 °C, CsOAc		60
7		t-Amyl-OH 90 °C, K2CO3 20 mol% PivOH		47

^aAmide (1 equiv), Pd(OAc)₂ (0.05 equiv), base (2.5 equiv), and ArI (3-4 equiv) Yields are isolated yields. See the Supporting Information for details.

^bDiarylated product also isolated (9%). In all other cases, <5% diarylation was observed.