Alumina-mediated dealkylative dimerization of 4-aminobenzyl esters |
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| Authors: | Yu-Ying Lai |
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| Affiliation: | Department of Chemistry, National Taiwan University, Taipei 106, Taiwan |
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| Abstract: | Treatment of 4-aminobenzyl esters with Al2O3 in DCM at rt afforded the dealkylative dimerized 4,4′-diamino-diphenylmethanes in satisfactory yield. The reaction may proceed via a quinone methide iminium ion intermediate, which may then undergo Michael type addition followed by retro-aldol extrusion of a formaldehyde species. |
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