The data in Figure illustrate some reaction parameters affecting the AAPE reaction. Iron catalyst, catechol, and Al(i-Bu)3 are all essential for the reaction to take place (entry 1, 3, and 4). While a 10 low yield of 25 % of 2 was observed in the absence of TP1. Reducing the loading of iron and ligand to 5 mol % and 6 mol % still gave 2 in 90% yield. However, only 23% of 2 could be generated using iron catalyst in 1 mol % (Figure , entries 5 and 6). Lower temperatures to 120 °C slowed down the reaction (entry 7). Using THF as solvent instead of xylene also produced 2 in quantitative yield (entry 8), while xylene is preferred solvent for large p-extended substrates for solubility issues. Using AlMe3 instead of 15 Al(i-Bu)3 slightly inhibited the reaction probably due to the above-mentioned fast methyl transmetallation and side reaction. A side reaction to give N-methyl imine was detected indicating the nucleophilic methyl group replaces the N-methoxyl substituent of oxime ether (entry 9). We also assessed the amount and ratio of catechol to Al(i-Bu)3. Excess catechol resulted in a sharp decrease of the yield to 18% yield probably due to over quenching of the alkyls (entry 10). However, reducing the catechol equivalent to 20 Al(i-Bu)3 did not affect much the efficiency of highly reactive substrates (entry 11). The amount of i-BuAl•catecholate can be reduced to 1.5 equivalent without affecting the reaction efficiency of 1.