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. Author manuscript; available in PMC: 2009 Jul 4.
Published in final edited form as: J Org Chem. 2008 Jun 11;73(13):5167–5169. doi: 10.1021/jo8008676

Table 2.

Cu-Catalyzed Reactions of Anilines with Aryl Iodides.a

graphic file with name nihms57290f3.jpg
entry product temperature (°C) yield (%)b
1 graphic file with name nihms57290t1.jpg 70 82c
2 graphic file with name nihms57290t2.jpg R=CO2Et 80 78
3 CN 80 73
4 graphic file with name nihms57290t3.jpg 80 71
5 graphic file with name nihms57290t4.jpg R=Ac 90 60
6 CO2Et 90 50
7 CN 90 52
8 graphic file with name nihms57290t5.jpg 80 82
9 graphic file with name nihms57290t6.jpg 90 68
a

Reactions Conditions: 2.0 mmol ArNH2, 1.0 mmol ArI, 2.0 mmol K3PO4, 0.10 mmol CuI, 0.20 mmol L5, 0.5 mL DMSO, in a sealed tube under an N2 atmosphere for 24 h.

b

Yields reported are the average of at least two runs determined to be > 95% pure by elemental analysis or 1H NMR.

c

5% CuI, 10% L5, 1.5 mmol ArNH2