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. Author manuscript; available in PMC: 2014 May 3.
Published in final edited form as: J Org Chem. 2013 Apr 17;78(9):4615–4619. doi: 10.1021/jo4005519

Table 2.

Minisci Reaction of Various Heterocyclic Trifluoroboratesa

graphic file with name nihms470496u2.jpg
entry RBF3K HetArH product yield (%)
1 1a graphic file with name nihms470496t17.jpg
10
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13a
54
2 3 10 graphic file with name nihms470496t19.jpg
13b
31
3 4a 10 graphic file with name nihms470496t20.jpg
13c
38
4 3 graphic file with name nihms470496t21.jpg
11
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13d
15
5 4a graphic file with name nihms470496t23.jpg
12
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13e–f (C4/C5: 40/60)
37
a

Reaction conditions: Heteroarene (1.0 equiv), potassium organotrifluoroborate (1.1 equiv), AgNO3 (20 mol %), K2S2O8 (5.0 equiv), TFA (2.0 equiv), ClCH2CH2Cl/H2O, 1: 1 ([heteroarene] = 0.1 M), rt, 24 h.