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. Author manuscript; available in PMC: 2012 Mar 30.
Published in final edited form as: J Am Chem Soc. 2011 Mar 8;133(12):4243–4245. doi: 10.1021/ja200184b

Table 2.

Arylation scope with respect to heterocycles and arenesa

graphic file with name nihms279129u2.jpg
entry arene product yield, %
1 graphic file with name nihms279129t19.jpg graphic file with name nihms279129t20.jpg 86
72b
85c
2 graphic file with name nihms279129t21.jpg graphic file with name nihms279129t22.jpg 81
75d
3 graphic file with name nihms279129t23.jpg graphic file with name nihms279129t24.jpg 80
68b
4 graphic file with name nihms279129t25.jpg graphic file with name nihms279129t26.jpg 91
81b
5 graphic file with name nihms279129t27.jpg graphic file with name nihms279129t28.jpg 72
6 graphic file with name nihms279129t29.jpg graphic file with name nihms279129t30.jpg 80
74b
7 graphic file with name nihms279129t31.jpg graphic file with name nihms279129t32.jpg 90
8e graphic file with name nihms279129t33.jpg graphic file with name nihms279129t34.jpg 78
9 graphic file with name nihms279129t35.jpg graphic file with name nihms279129t36.jpg 55
10 graphic file with name nihms279129t37.jpg graphic file with name nihms279129t38.jpg 71
11 graphic file with name nihms279129t39.jpg graphic file with name nihms279129t40.jpg 95
12 graphic file with name nihms279129t41.jpg graphic file with name nihms279129t42.jpg 81
a

Chlorobenzene (1.3–2 equiv), arene or heterocycle (1 equiv), 0.5 mmol scale. Yields are isolated yields. See Supporting Information for details.

b

Lithium dicyclohexylamide base.

c

PhF used instead of PhCl.

d

LiNiPr2 base.

e

Phenylpyrrole (2 equiv), PhCl (1 equiv).