Table 3.

Pd-Catalyzed Coupling of Aryl Chlorides with Secondary Amides, Carbamates, and Sulfonamides.^a

entry	ArCl	amide	product	yieldb
1	R = t-Bu		R = t-Bu	81%
2	R = n-Bu		R = n-Bu	76%
3				57%
4				81%
5				87%
6c				74%

^aReaction conditions: ArCl (1 equiv), amide (2.5 equiv), [(allyl)PdCl]₂ (1 mol%), JackiePhos (5 mol%), base (2.0 equiv), 3 Å mol sieves (200 mg/mmol), solvent (0.25 M), 110 °C, 18 h.

^bYields reported are an average of at least two runs determined to be >95% pure by elemental analysis or ¹H NMR.

^cK₃PO₄ was used instead of Cs₂CO₃.