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. Author manuscript; available in PMC: 2014 Oct 30.
Published in final edited form as: J Am Chem Soc. 2013 Oct 16;135(43):16074–16077. doi: 10.1021/ja4096472

Table 1.

Initial Studies towards α-Amination of Carbonyls

graphic file with name nihms-532589-t0005.jpg

entry [Cu] catalyst solvent yielda
1 CuBr2 MeCN 68%
2 CuCl2 MeCN 2%
3 CuBr MeCN 31%
4 Cu(TFA)2 MeCN 0%
5b Cu(TFA)2 MeCN 50%
6c CuBr2 MeCN 62%
7 CuBr2 CHCl3/EtOAc 45%
8 CuBr2 THF 67%
9 CuBr2 DMF 71%
10 CuBr2 DMSO 93%d
a

GC yield using Bn2O as an internal standard.

b

With 30 mol% LiBr.

c

Performed over 24 hours.

d

Isolated Yield.