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. Author manuscript; available in PMC: 2010 Oct 4.
Published in final edited form as: Org Lett. 2008 Jul 12;10(16):3505–3508. doi: 10.1021/ol801285g

Table 3.

Couplings of Anilines at 0.05 mol % Catalyst Loading

graphic file with name nihms110642t36.jpg
entrya ArCI aniline product yieldb
1 graphic file with name nihms110642t37.jpg graphic file with name nihms110642t38.jpg graphic file with name nihms110642t39.jpg 95%
2 graphic file with name nihms110642t40.jpg graphic file with name nihms110642t41.jpg graphic file with name nihms110642t42.jpg 98%
3 graphic file with name nihms110642t43.jpg graphic file with name nihms110642t44.jpg graphic file with name nihms110642t45.jpg 95%
4 graphic file with name nihms110642t46.jpg graphic file with name nihms110642t47.jpg graphic file with name nihms110642t48.jpg 99%
[a]

Reaction conditions: 1 min preactivation at 80 °C with 2 mol % H2O, 0.05 mol % Pd(OAc)2, and 0.15 mol % 1 in 1 mL/mmol of 1,4-dioxane; 1.0 equiv aryl chloride, 1.2 equiv amine, and 1.2 equiv NaOt-Bu.

[B]

Yields represent isolated yields (average of 2 runs).