Table 1.

Auxiliary Optimization Studies^a

entry	amide	solvent, T	major product	NMR yield, %
1		t-Amyl-OH, 90 °C		55% 9a 22% 10a
2		t-Amyl-OH/H2O 4/1, 90 °C		84% 9a 13% 10a
3		t-Amyl-OH/H2O 4/1, 90 °C		59% 9b 8% 10b
4		t-Amyl-OH/H2O 4/1, 90 °C		19% 9c
5		t-Amyl-OH/H2O 4/1, 110 °C		61% 9d 6% 10d
6		t-Amyl-OH/H2O 4/1, 110 °C		66% 9e 17% 10e
7b		t-Amyl-OH/H2O 4/1, 90 °C		45% 9f
8		t-Amyl-OH/H2O 4/1, 90 °C		10% 9g

^aAmide (1 equiv), Pd(OAc)₂ (0.05 equiv), base (2.5 equiv), and PhI (3 equiv). Yields are NMR yields against dichloroethane internal standard. See the Supporting Information for details.

^bBase used - K₃PO₄.