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. Author manuscript; available in PMC: 2010 Oct 1.
Published in final edited form as: Org Lett. 2009 Oct 1;11(19):4330–4333. doi: 10.1021/ol901669k

Table 1.

One-Pot Preparation of Potassium Haloaryltrifluoroborates from Various Aryl Dihalidesa

graphic file with name nihms-144872-f0002.jpg
entry X–Ar–X product yield
1 graphic file with name nihms-144872-t0003.jpg graphic file with name nihms-144872-t0004.jpg graphic file with name nihms-144872-t0005.jpg 1a-Br
1a-I
86%
90%
2 graphic file with name nihms-144872-t0006.jpg graphic file with name nihms-144872-t0007.jpg graphic file with name nihms-144872-t0008.jpg 2a-Br
2a-I
56%
85%
3 graphic file with name nihms-144872-t0009.jpg graphic file with name nihms-144872-t0010.jpg graphic file with name nihms-144872-t0011.jpg 3a
52%
4 graphic file with name nihms-144872-t0012.jpg graphic file with name nihms-144872-t0013.jpg 4a 81%
5 graphic file with name nihms-144872-t0014.jpg graphic file with name nihms-144872-t0015.jpg 5a 47%
6 graphic file with name nihms-144872-t0016.jpg graphic file with name nihms-144872-t0017.jpg 6a 82%
7 graphic file with name nihms-144872-t0018.jpg graphic file with name nihms-144872-t0019.jpg 7a 82%
8 graphic file with name nihms-144872-t0020.jpg graphic file with name nihms-144872-t0021.jpg 8a 72%
9 graphic file with name nihms-144872-t0022.jpg graphic file with name nihms-144872-t0023.jpg 9a 90%
10 graphic file with name nihms-144872-t0024.jpg graphic file with name nihms-144872-t0025.jpg 10a 87%
11 graphic file with name nihms-144872-t0026.jpg graphic file with name nihms-144872-t0027.jpg 11a 90%
12 graphic file with name nihms-144872-t0028.jpg graphic file with name nihms-144872-t0029.jpg 12a 85%
13 graphic file with name nihms-144872-t0030.jpg graphic file with name nihms-144872-t0031.jpg 13a 93%
14 graphic file with name nihms-144872-t0032.jpg graphic file with name nihms-144872-t0033.jpg 14a 94%
15 graphic file with name nihms-144872-t0034.jpg graphic file with name nihms-144872-t0035.jpg 15a 90%
16 graphic file with name nihms-144872-t0036.jpg graphic file with name nihms-144872-t0037.jpg 16a 80%
a

Reaction conditions: aryl dihalide (2.0 mmol), triisopropyl borate (2.0 mmol), and n-BuLi (2.0 mmol) at −78 °C to rt under N2 and then quenched with 1 N KHF2.