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. Author manuscript; available in PMC: 2010 Dec 16.
Published in final edited form as: J Am Chem Soc. 2009 Dec 16;131(49):17748–17749. doi: 10.1021/ja906477r

Table 2.

Cross-coupling of aryl sulfamates.a

entry R–OSO2NMe2 (HO)2B–Ar product yieldb
1 graphic file with name nihms161070t20.jpg 2a graphic file with name nihms161070t21.jpg 95%
2 graphic file with name nihms161070t22.jpg 2b graphic file with name nihms161070t23.jpg 72%
3 graphic file with name nihms161070t24.jpg 2b graphic file with name nihms161070t25.jpg 92%
4 graphic file with name nihms161070t26.jpg 2a graphic file with name nihms161070t27.jpg 87%
5 graphic file with name nihms161070t28.jpg 2a graphic file with name nihms161070t29.jpg 89%
6 graphic file with name nihms161070t30.jpg 2a graphic file with name nihms161070t31.jpg 91%
7 graphic file with name nihms161070t32.jpg 2a graphic file with name nihms161070t33.jpg 92%
8 graphic file with name nihms161070t34.jpg 2a graphic file with name nihms161070t35.jpg 63%
9 graphic file with name nihms161070t36.jpg 2b graphic file with name nihms161070t37.jpg 81%
10 graphic file with name nihms161070t38.jpg 2b graphic file with name nihms161070t39.jpg 80%
11 graphic file with name nihms161070t40.jpg 2b graphic file with name nihms161070t41.jpg 76%
12 graphic file with name nihms161070t42.jpg 2b graphic file with name nihms161070t43.jpg 75%
13 graphic file with name nihms161070t44.jpg 2b graphic file with name nihms161070t45.jpg 75%
14c graphic file with name nihms161070t46.jpg 2a graphic file with name nihms161070t47.jpg 92%
15 2a 93%
16 2b 90%
17c 2b 85%
a

Conditions: NiCl2(PCy3)2 (5 mol%), ArB(OH)2 (2.5 equiv), K3PO4 (4.5 equiv), toluene (0.3 M), 110 °C, 24 h.

b

Isolated yields.

c

Conditions: NiCl2(PCy3)2 (10 mol%), ArB(OH)2 (4 equiv), K3PO4 (7.2 equiv), toluene (0.3 M), 130 °C, 24 h.