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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 1.

Cross-coupling of aryl carbamates and carbonates with arylboronic acids 2a or 2b.a

graphic file with name nihms161070t1.jpg
entry Ar–OR (HO)2B–Ar product yieldc
1b graphic file with name nihms161070t2.jpg 2a graphic file with name nihms161070t3.jpg 51%
2 86%
3 graphic file with name nihms161070t4.jpg 2a graphic file with name nihms161070t5.jpg 47%
4 graphic file with name nihms161070t6.jpg 2b graphic file with name nihms161070t7.jpg 54%
5 graphic file with name nihms161070t8.jpg 2b graphic file with name nihms161070t9.jpg 77%
6 graphic file with name nihms161070t10.jpg 2a graphic file with name nihms161070t11.jpg 52%
7 graphic file with name nihms161070t12.jpg 2b graphic file with name nihms161070t13.jpg 41%
8 graphic file with name nihms161070t14.jpg 2a graphic file with name nihms161070t15.jpg 72%
9 graphic file with name nihms161070t16.jpg 2a graphic file with name nihms161070t17.jpg 85%
10 graphic file with name nihms161070t18.jpg 2b graphic file with name nihms161070t19.jpg 65%
a

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

b

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

c

Isolated yields.