Tetrahedron Letters

Solvent-free Mannich-type reaction of tetraazatricyclododecane (TATD) with phenols

A Rivera, R Quevedo

Index: Rivera, Augusto; Quevedo, Rodolfo Tetrahedron Letters, 2013 , vol. 54, # 11 p. 1416 - 1420

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Citation Number: 8

Abstract

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 the activation of the aromatic ring is critical for controlling the course of reaction. Activated rings form N, N′-bis (2-hydroxybenzyl) ethylenediamine (tetrahydrosalens), and weakly activated rings form Mannich bases consisting of 1, 3-bis [2′-hydroxybenzyl] imidazolidine. When the ...