. 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 5.

Amination with Electron-Poor Substances^a


entry	RNH₂	product	yield, %
1	TsNH₂		82
2	2-thiophene-SO₂NH₂		77
3	4-NO₂C₆H₄-SO₂NH₂		81
4	2-NO2-4-CF₃C₆H₃NH₂		62
5	4-CF₃C₆F₄NH₂		62
6	2-amino-5-chloropyridine		48

Benzamide (1.0 mmol), (CuOH)₂CO₃ (0.5 mmol), pyridine (2.0 mL), amine (1.5 mmol), tetramethylguanidine (1.2 mmol) 5–8 h, 130 °C. Yields are isolated yields. Please see Supporting Information for details.