Optimization for N-arylation^a.

Entry	Base	Solvent	3aa (%)	4aa (%)
1	DIPEA	Toluene	86	6
2	n-Bu3N	Toluene	85	4
3	Et2NPh	Toluene	88	6
4	Me2NPh	Toluene	77	3
5	MeNPh2	Toluene	30	7
6	Et2NPh	Dioxane	83	4
7	Et2NPh	DMA	73	8
8	Et2NPh	DMSO	43	4
9	Et2NPh	FPh	90(90)b	Trace(trace)b
10	Et2NPh	ClPh	85	6
11	DIPEA	FPh	81	4
12	n-Bu3N	FPh	75	6

^aReaction conditions: 1a (0.5 mmol), Ph₂IOTf (1.2 equiv.), base (2 equiv.), solvent (1 mL), 100 °C, 16 h.

^b85 °C.