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. Author manuscript; available in PMC: 2012 Jan 21.
Published in final edited form as: J Org Chem. 2010 Dec 30;76(2):623–630. doi: 10.1021/jo102208d

TABLE 1.

Oxidation of Electron-rich and Electron-neutral Potassium Aryltrifluoroboratesa

graphic file with name nihms261578u2.jpg
entry substrate product isolated yield (%)
1 graphic file with name nihms261578t1.jpg graphic file with name nihms261578t2.jpg 1a 96b
2 graphic file with name nihms261578t3.jpg graphic file with name nihms261578t4.jpg 1b 99
3 graphic file with name nihms261578t5.jpg graphic file with name nihms261578t6.jpg 1c 97
4 graphic file with name nihms261578t7.jpg graphic file with name nihms261578t8.jpg 1d 98
5 graphic file with name nihms261578t9.jpg graphic file with name nihms261578t10.jpg 1e 93
6 graphic file with name nihms261578t11.jpg graphic file with name nihms261578t12.jpg 1f 97
7 graphic file with name nihms261578t13.jpg graphic file with name nihms261578t14.jpg 1g 95
8 graphic file with name nihms261578t15.jpg graphic file with name nihms261578t16.jpg 1h 94
9 graphic file with name nihms261578t17.jpg graphic file with name nihms261578t18.jpg 1i 99
10 graphic file with name nihms261578t19.jpg graphic file with name nihms261578t20.jpg 1j 97
a

All reactions were carried out using 1 mmol of aryltrifluoroborate and Oxone (5 mL, 0.2 M in H2O) in 5 mL of acetone for 2 min at rt.

b

55 mmol scale.