Reaction development for the synthesis of 2-phenylquinazolinone derivatives^a.

Entry	Additive	Base	Solvent	Yield (%)
1b	Oxone	K2CO3	CH3NO2	—
2	KI	K2CO3	DMSO	—
3	NH4I	K2CO3	DMSO	—
4	NIS	K2CO3	DMSO	36
5	I2O5	K2CO3	DMSO	—
6	I2	K2CO3	DMSO	65
7	I2	K2CO3	Toluene	42
8	I 2	K 2 CO 3	Ethyl acetate	94
9	—	K2CO3	Ethyl acetate	—
10	I2	—	Ethyl acetate	—
11	I2	KOH	Ethyl acetate	—
12	I2	t-BuOK	Ethyl acetate	39
13c	I2	K2CO3	Ethyl acetate	—
14d	I2	K2CO3	Ethyl acetate	63

^aStandard conditions: 1a (0.15 mmol), 2a (1.5 equiv.), I₂ (1.2 equiv.), K₂CO₃ (2 equiv.), O₂, 80 °C, 4 h, solvent (2 mL). All yields were isolated yields.

^bBeing run at 100 °C for 24 h.

^cUsed 0.6 equiv. of I₂.

^dUnder air.