. Author manuscript; available in PMC: 2017 Apr 6.

Published in final edited form as: J Am Chem Soc. 2016 Mar 18;138(13):4601–4607. doi: 10.1021/jacs.6b01117

Table 3.

Amination with Secondary Amines^a


entry	amine	product	yield, %
1	N-Bn-piperazine		63
2	N-2-furoyl-piperazine		64
3	4-morpholinyl-piperidine		73
4	4-(N-Boc)-amino-piperidine		67
5	nornicotine		47
6	methylbenzylamine		73
7	4-MeO-methylbenzylamine		77

Amide (1.0 mmol), Cu(OAc)₂ (0.3 mmol), pyridine (2.0 mL), amine (3.0 mmol), 5–36 h, 110 °C. Yields are isolated yields. Please see Supporting Information for details. PMB = p-methoxybenzyl.