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. Author manuscript; available in PMC: 2012 Dec 9.
Published in final edited form as: Angew Chem Int Ed Engl. 2011 Nov 14;51(2):536–539. doi: 10.1002/anie.201106668

Table 1.

Trifluoromethylation of arylboronate esters.

graphic file with name nihms363683u1.jpg
Entry X[a] Conditions Yield [%][b]
1 Bpin CuI, phen, KOtBu, CF3TMS, KF, air 49
2 Bpin [(phen)CuCF3], KF, air 77
3 B(OH)2 [(phen)CuCF3], KF, air 36
4 Bnpg [(phen)CuCF3], KF, air 67
5 Bcat [(phen)CuCF3], KF, air 16
6 BMIDA [(phen)CuCF3], KF, air 10
7 BF3K [(phen)CuCF3], KF, air np
8 Bpin 20 mol% [(phen)CuCF3]
1.2 equiv CF3TMS, KF, air		 42
[a]

pin=pinacolato, npg=neopentylglycolate, cat=catecholato, MIDA=N-methylimino diacetate, TMS=trimethylsilyl.

[b]

Reactions run on a 0.1 mmol scale; yields determined by 19F NMR spectroscopy with 4-trifluoromethoxyanisole as an internal standard.