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. Author manuscript; available in PMC: 2013 May 4.
Published in final edited form as: J Org Chem. 2012 Apr 24;77(9):4402–4413. doi: 10.1021/jo300551m

Table 3.

Nitrosation of Electron-rich and Electron-neutral Potassium Aryltrifluoroborates

graphic file with name nihms372639u4.jpg
entry product yield (%)
1 graphic file with name nihms372639t1.jpg
1a
95a
2 graphic file with name nihms372639t2.jpg
1b
89
3 graphic file with name nihms372639t3.jpg
1c
91
4 graphic file with name nihms372639t4.jpg
1d
92
5 graphic file with name nihms372639t5.jpg
1e
91
6 graphic file with name nihms372639t6.jpg
1f
90
7 graphic file with name nihms372639t7.jpg
1g
93
8 graphic file with name nihms372639t8.jpg
1h
92
9 graphic file with name nihms372639t9.jpg
1i
88

Reaction conditions: 1 mmol of aryltrifluoroborate and NOBF4 (1.03 equiv) in 3 mL of CH3CN for 30 sec at room temperature in an open flask.

a

5 mmol scale.