Solvent-free Mannich-type reaction of tetraazatricyclododecane (TATD) with phenols
作者： Augusto Rivera , Rodolfo Quevedo
DOI: 10.1016/J.TETLET.2012.12.116
关键词:
摘要: Solvent-free Mannich-type reactions between the macrocyclic aminal 1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane (TATD) and phenols indicate that activation of aromatic ring is critical for controlling course reaction. Activated rings form N,N′-bis(2-hydroxybenzyl)ethylenediamine (tetrahydrosalens), weakly activated Mannich bases consisting 1,3-bis[2′-hydroxybenzyl]imidazolidine. When reaction conducted using β-naphthol, a occurs followed by retro-Mannich-type forms 1,1′-methylene-bis(2-naphthol). The solvent-free 1,3-bis[2′-hydroxybenzyl]imidazolidine allows with high molecular weight to be obtained in controlled manner.
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