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. Author manuscript; available in PMC: 2010 Oct 1.
Published in final edited form as: Org Lett. 2009 Oct 1;11(19):4330–4333. doi: 10.1021/ol901669k

Table 4.

Cross-Coupling Reactionsa

graphic file with name nihms-144872-f0072.jpg
entry R-X reaction conditions reaction time (h) product yield
1 graphic file with name nihms-144872-t0073.jpg A
B 		graphic file with name nihms-144872-t0074.jpg 0.5
6		 graphic file with name nihms-144872-t0075.jpg 17 85%
–
2 graphic file with name nihms-144872-t0076.jpg A
B 		graphic file with name nihms-144872-t0077.jpg 1
6		 graphic file with name nihms-144872-t0078.jpg 18 83%
48%
3 graphic file with name nihms-144872-t0079.jpg A
B 		graphic file with name nihms-144872-t0080.jpg 0.5
3		 graphic file with name nihms-144872-t0081.jpg 19 58%
45%
4 graphic file with name nihms-144872-t0082.jpg A 3 graphic file with name nihms-144872-t0083.jpg 20 81%
a

Reaction conditions A: potassium 4-azidophenyltrifluoroborate (1b, 0.2 mmol), aryl bromide (0.2 mmol), 10 mol % of PdCl2(dppf)·CH2Cl2, Cs2CO3 (0.6 mmol), MeOH (1.5 mL), 80 °C.; B: 1b (0.2 mmol), aryl chloride (0.2 mmol), 3 mol % of Pd(OAc)2, 6 mol % of XPhos, Cs2CO3(0.6 mmol), 1,4-dioxane/H2O (10/1, 1.5 mL), 100 °C. Yields are given for isolated products.