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. Author manuscript; available in PMC: 2014 May 17.
Published in final edited form as: Org Lett. 2013 May 6;15(10):2534–2537. doi: 10.1021/ol401021x

Table 3.

Cross-Coupling of Various Aryl Sulfamates with Secondary Aminomethyltrifluoroborates 6

graphic file with name nihms476824u4.jpg
entry product yield(%)b/conversion(%)c
1 graphic file with name nihms476824t20.jpg
7a, 92/100
2 graphic file with name nihms476824t21.jpg
7b, 33/76
3 graphic file with name nihms476824t22.jpg
7c, 15b/16
4 graphic file with name nihms476824t23.jpg
7d, 63/100
5d graphic file with name nihms476824t24.jpg
7e, 53/80
6 graphic file with name nihms476824t25.jpg
7f, 42/100
7 graphic file with name nihms476824t26.jpg
7g, 76/100
8 graphic file with name nihms476824t27.jpg
7h, 47/68
9 graphic file with name nihms476824t28.jpg
7i, 42/60
10 graphic file with name nihms476824t29.jpg
7j, 0/0
a

Reaction conditions: 1.0 equiv of aryl sulfamate, 1.05 equiv of trifluoroborate, 4 mol % XPhos-Pd-G2, 7 equiv of K2CO3, t-BuOH/H2O (1:1, 0.5 M), 85 °C, 18 h.

b

isolated yield.

c

calculated by 1H NMR with 30 μL of CH2Cl2.

d

5 equiv of K2CO3.