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. 2012 Dec 13;78(2):658–672. doi: 10.1021/jo302547q

Table 1. Influence of Substituent at the 3-Position of Pyridine on the Direct Arylation Processa.

graphic file with name jo-2012-02547q_0014.jpg

entry reactant 4 R product 5 convb (%) yieldc (%)
1 1a H 3a 9 ni
2 4b Cl 5b 10 ni
3 4a CH3 5a 85 64
4 4c CF3 5c 90 78
5 4d Ph 5d 100 90
a

Reaction conditions: 4 (0.5 mmol), 6a (0.75 mmol), Ru3(CO)12 (5 mol %), and pinacolone (0.5 mL).

b

Conversion based on GC analysis with respect to 4 (dodecane as internal standard).

c

ni = not isolated.