Skip to main content
. Author manuscript; available in PMC: 2013 May 7.
Published in final edited form as: Angew Chem Int Ed Engl. 2012 Mar 30;51(19):4710–4713. doi: 10.1002/anie.201201244

Table 1.

Ligand effects in the palladium-catalyzed amidation of 4-bromo-1-methylimidazole.[a]

graphic file with name nihms379241t1.jpg

Entry Ligand Conversion [%][b] Yield [%][c]
1 L1 <5 0
2 L2 <5 0
3 L3 35 15
4 L4 <5 0
5 L5 43 24
6 L6 100 83
[a]

Reaction conditions: 4-bromo-1-methylimidazole (0.5 mmol), benzamide (1 mmol), [(allyl)PdCl]2 (0.75 mol%), ligand (3 mol%), Cs2CO3 (1 mmol), 2-methyl-2-butanol (1 mL), 90 °C, 21 h.

[b]

Determined by GC.

[c]

Yield of isolated product.

graphic file with name nihms379241f3.jpg