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. Author manuscript; available in PMC: 2009 Jun 22.
Published in final edited form as: J Org Chem. 2005 Apr 15;70(8):3099–3107. doi: 10.1021/jo050022+

Table 5.

a

graphic file with name nihms-123274-t0048.jpg
Entry Substrate R Product Yieldb dr 16:17c
1 15a CN 16a 76% >20:1 >20:1
2 15b CF3 16b 64% >20:1 >20:1
3 11e H 16c 69% >20:1 >20:1
4 15c OMe 16d 58% >20:1 5:1
5 15d N(Me)2 16e 35% >20:1 3:1

(a) Conditions: 1.0 equiv alcohol, 2.0 equiv ArBr, 2.0 equiv NaOtBu, 1 mol % Pd2(dba)3, 2 mol % dpe-phos, THF (0.13-0.25 M), 65 °C.

(b) Yields represent average isolated yields for two or more experiments.

(c) The formation of t-butylbenzene in amounts comparable to the amount of 17 observed in these reactions was detected by GC analysis.