Table 1.

Optimization of the Suzuki–Miyaura cross-coupling reaction for isoxazole

Entry	Tempa °C	Catalyst	Solvent	Time	Base	Yieldb (%)
1	120	Pd(OAc)2c	Toluene/H2O	30 min	K3PO4	15
2	100	Pd2dba3c	DME	60 min	K3PO4	47
3	100	Pd2dba3c	Dioxane/H2O	60 min	K3PO4	37
4	100	Pd2dba3c	Dioxane	60 min	K3PO4	51
5	90	Pd(dppf)Cl2	DME	60 min	K2CO3	55
6	150	Pd(PPh3)4	Dioxane/H2O	60 min	Na2CO3	70
7	150	Pd(PPh3)4	Dioxane	60 min	Na2CO3	78
8	150	Pd(PPh3)4	Toluene	60 min	Na2CO3	68
9	150	Pd(PPh3)4	DME	60 min	Na2CO3	57
10	150	Pd(PPh3)4	Dioxane	30 min	Na2CO3	77
11	120	Pd(PPh3)4	Dioxane	60 min	Na2CO3	70

^aMicrowave irradiation

^bIsolated Yield

^cTricyclohexylphosphine was used as a ligand