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. Author manuscript; available in PMC: 2011 Jun 23.
Published in final edited form as: J Am Chem Soc. 2010 Jun 23;132(24):8419–8427. doi: 10.1021/ja101851v

Table 10.

Effect of Substituted THF-Derivatives on 1,2- versus 1,1-Phenylbromination with CuBr2

graphic file with name nihms210777t90.jpg
Entry Solvent Yielda Ratio 1,2 : 1,1a
1 THF 80% 15 : 1
2 MeTHFb 37% 1.5 : 1
3 Me2-THFc 57% 1.8 : 1
a

Yield and selectivity determined by 1H NMR spectroscopic analysis of crude reaction mixture.

b

Me-THF = 2-methyltetrahydrofuran.

c

Me2-THF = 2,5-dimethyltetrahydrofuran.