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. Author manuscript; available in PMC: 2010 Nov 15.
Published in final edited form as: J Am Chem Soc. 2008 Feb 9;130(9):2740–2741. doi: 10.1021/ja711130p

Table 1.

Optimization of Amination Conditionsa

graphic file with name nihms248681e2.jpg (3)
graphic file with name nihms248681u1.jpg
entry catalyst R1 R2 yield (%)b
1 A, B, C, or D CO2Et CO2Et (2a) 0
2 A Ph Ph (2b) 26
3 B Ph Ph (2b) 29
4 C Ph Ph (2b) 18
5 D Ph Ph (2b) 28
6 C Ph SO2Ph (2c) 16
7 D Ph SO2Ph (2c) 16
8 A or B Ph COPh (2d) 0
9 C Ph COPh (2d) 42
10 D Ph COPh (2d) 49
11c D Ph COPh (2d) 63
12d D Ph COPh (2d) 54
a

20 mol % DBU and 3 equiv of 2, 23 °C.

b

Isolated yields.

c

30 mol % DBU, 3 equiv of 2, and 4 Å molecular sieves, 0 °C.

d

30 mol % DBU, 2 equiv of 2, and 4 Å molecular sieves, 0 °C.