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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 3.

Scope of Substituted Benzyl Chlorides.

graphic file with name nihms361774u3.jpg
entry product time yield (%)
1 graphic file with name nihms361774t3.jpg
1b
5 h 58
2 graphic file with name nihms361774t4.jpg
1c
3 h 77
3 graphic file with name nihms361774t5.jpg
1d
3 h 76
4 graphic file with name nihms361774t6.jpg
1e
7 h 62
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1f
5 h 56 (72)a
6 graphic file with name nihms361774t8.jpg
1g
3 h 49
7 graphic file with name nihms361774t9.jpg
1h
7 h 80
8 graphic file with name nihms361774t10.jpg
1i
6 h 0
9 graphic file with name nihms361774t11.jpg
1j
4 h 73
10 graphic file with name nihms361774t12.jpg
1k
2.5 h 59
11 graphic file with name nihms361774t13.jpg
1l
24 h 34

Benzyl chloride (2.0 mmol), potassium cyclopropyltrifluoroborate (3.5 mmol), Pd2(dba)3 (0.1 mmol), RuPhos (0.2 mmol), K2CO3 (4.0 mmol), toluene/H2O 19:1 (0.1 M), 120 °C.

a

Reaction performed on 1 g scale.