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. 2009 Oct 27;11(22):5178–5180. doi: 10.1021/ol902079g

Table 2. Cu(II)-Mediated Amidations of Aromatic C−H Bondsa.

graphic file with name ol-2009-02079g_0005.jpg
a

Standard reaction condition: heterocycle (1.0 equiv), nucleophile (5.0 equiv), Cu(OAc)2 (0.2 equiv), Na2CO3 (2.0 equiv), pyridine (20.0 equiv), toluene, O2 (balloon), 120−140 °C, 12−30 h. Yields correspond to isolated products.

b

Cu(OAc)2 (2.0 equiv), Na2CO3 (3.0 equiv).

c

Cu(OAc)2 (1.0 equiv), pyridine (5.0 equiv).

d

Cu(OAc)2 (1.0 equiv), K2CO3 (2.0 equiv) instead of Na2CO3.

e

14 (5.0 equiv), 2a (1.0 equiv), pyridine (5.0 equiv), K2CO3 (2.0 equiv).