Table 3.

Scope of ketimine in Pd-catalyzed arylations^a,^b

Entry	Ketimine	Pd(OAc)2/NIXANTPHOS (mol%)	Yield (product)
1		5/7.5	89 (3ac)
2		10/20	71c (3ca)
3		5/7.5	71d (3af)
4		2.5/3.75	83 (3ah)
5		2.5/3.75	89 (3ag)
6		2.5/3.75	91 (3ga)
7		5/7.5	87 (3aj)
8		10/20	90e (3ia)
9		10/20	60f (3ja)

^aReactions conducted on a 0.1 mmol scale using 2 equiv. of imine, 2 equiv. of NaN(SiMe₃)₂, and 1 equiv. of bromobenzene at 0.1 M. Base was added portionwise at 0.1 mL per 30 min.

^bIsolated yield after chromatographic purification.

^c3 equiv. of LiO–tBu 80 °C in 3 mL THF for 12 h.

^d3 equiv of 1d and 3 equiv. of NaN(SiMe₃)₂.

^e2 equiv. LiN(SiMe₃)₂, 50 °C.

^f50 °C.