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. Author manuscript; available in PMC: 2015 Jan 8.
Published in final edited form as: J Am Chem Soc. 2013 Dec 16;136(1):48–51. doi: 10.1021/ja410704d

Table 3.

Scope of organic halidesa

graphic file with name nihms550409t3.jpg

entry R-X productc yield (%)b
1 PhBr 4a 2aa 87
2d p-MeO-C6H4Br 4b 2ba 83
3d p-TsNH-C6H4Br 4c 2ca 84
4d p-tert-butyl-C6H4Br 4d 2da 72
5 p-CF3-C6H4Br 4e 2ea 79
6 p-CH3C(O)-C6H4Br 4f 2fa 84
7 p-NC-C6H4Br 4g 2ga 55
8 p-CHO-C6H4Br 4h 2ha 62e
9d p-HO-C6H4Br 4i 2ia 58f
10 o-CH3-C6H4Br 4j 2ja 99
11d graphic file with name nihms550409t4.jpg 4k 2ka 99
12 graphic file with name nihms550409t5.jpg 4l X = OTf 2la 93
13 4m X = Br 2ma 86
a

As in Table 2, footnote a.

b

Isolated yield of purified product.

c

Numbering scheme: 2xy is the product of 4x and 1y.

d

Longer reaction time (24 h) was required.

e

Mixture of 2ha (55%) and 3ha (7%).

f

Mixture of 2ia (53%) and 3ia (5%).