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. Author manuscript; available in PMC: 2012 Sep 2.
Published in final edited form as: J Org Chem. 2011 Aug 3;76(17):7195–7203. doi: 10.1021/jo201313a

Table 5.

Chlorodeboronation of Electron-Rich and Halogen-Containing Potassium Aryltrifluoroborate with TCICA

graphic file with name nihms316337t29.jpg
entry product reaction
time		 % isolated
yield
1 graphic file with name nihms316337t30.jpg 1a 40 min A: 95
B: 82
2 graphic file with name nihms316337t31.jpg 1b 40 min A: 81a
B: 85
3 graphic file with name nihms316337t32.jpg 1c 1 h A: 94
B: 87
4 graphic file with name nihms316337t33.jpg 1d 40 min A: 98
B: 91
5 graphic file with name nihms316337t34.jpg 1e 40 min A: 92
B: 89
6 graphic file with name nihms316337t35.jpg 1f 1 h A: 91
B: 86
7 graphic file with name nihms316337t36.jpg 1g 40 min A: 92
B: 80
8 graphic file with name nihms316337t37.jpg 1h 1 h A: 81
B: 67
9 graphic file with name nihms316337t38.jpg 1i 1 h A: 86
B: 54
10 graphic file with name nihms316337t39.jpg 1j 1 h A: 84
B: 76
a

5 mmol scale, 15 mL of solvent mixture