Skip to main content
. Author manuscript; available in PMC: 2014 Jul 17.
Published in final edited form as: J Am Chem Soc. 2013 Jul 9;135(28):10326–10329. doi: 10.1021/ja4055492

Table 3. Ortho-Iodination of Benzamidesa, b, c, d, e.

graphic file with name nihms-504176-t0007.jpg
a

Reaction conditions: 0.30 mmol of benzamide, 2 mol % Pd(OAc)2, 0.75 mmol I2, 0.36 mmol CsOAc, 0.06 mmol K2S2O8, 150 mg 4 Å molecular sieves and 4.0 mL DMSO in a sealed tube, 65 °C, 16 h.

b

For 4a, 5 mol % Pd(OAc)2 was used, the loadings of I2 and CsOAc were doubled, and the reaction time was shortened to 5 h.

c

For 4e, 5 mol % Pd(OAc)2 was used.

d

For 4f, 10 mol % Pd(OAc)2 was used and the reaction solvent was changed to DMF.

e

Yields of the isolated product.

f

Trace dimer was formed.