Table 1.

Optimization of reaction conditions^a

Entry	Variation of reaction conditions	Yield(%)b
1	None	89
2	Without light	0
3	Air instead of N2	0
4	Without K2CO3	16
5	Without 3CzClIPN	65
6	Ir(ppy)3 instead of 3CzClIPN	46
7	Ru(bpy)3Cl2 instead of 3CzClIPN	27
8	Eosin Y instead of 3CzClIPN	54
9	4CzIPN instead of 3CzClIPN	67
10	Na2HPO4 instead of K2CO3	78
11	DIPEA instead of K2CO3	61
12	CH3CN instead of DMSO	27
13	MeOH instead of DMSO	0
14	45 W CFL instead of 90 W blue LEDs	10
15c	2′a instead of 2a	76 (3′)

^aReaction conditions: 1a (0.2 mmol, 1.0 equiv), 2a (0.5 mmol), base (0.2 mmol), photocatalyst (2 mol%), solvent (1.0 mL), rt, 90 W blue LEDs

^bIsolated yield

^CTogether with 8% yield of C8-alkylated regioisomer. Ar  =  p-CF₃C₆H₄