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. Author manuscript; available in PMC: 2013 Mar 16.
Published in final edited form as: J Org Chem. 2012 Mar 6;77(6):2966–2970. doi: 10.1021/jo202686p

Table 2.

Optimization on Substituted Benzyl Chlorides.

entry benzyl chloride catalytic system GC/MS yield (%) a
1 graphic file with name nihms361774t1.jpg Pd2(dba)3 / RuPhos 93
2 PEPPSI 75
3 graphic file with name nihms361774t2.jpg Pd2(dba)3 / RuPhos 92
4 PEPPSI 96

Benzyl chloride (0.2 mmol), potassium cyclopropyltrifluoroborate (0.35 mmol), Pd catalyst (0.01 mmol), ligand (0.02 mmol), K2CO3 (0.4 mmol), toluene/H2O 19:1 (0.1 M), 120 °C.

a

GC/MS yield determined using dodecane as the internal standard.