Nuevos aspectosdde la reacción tipo mannich en edio básico de 1,3,6,8-tetrazattriciclo;[4.4.1.1(3,8)] dodecano (tatd) con fenoles / Novel aspects f the mannich-tpe reaction in basic medium between 1,3,6,8-tettraazatricyclo [4.4.1.1(3,8)] dodecane (tatd) and phenlls

RESUMEN

Se ensayaron algunos fenoles como nucleófilos en la reacción tipo Mannich en medio básico frente al aminal macrocíclico 1,3,6,8-tetrazatriciclo [4.4.1.1(3,8)] dodecano (TATD). Dependiendo del grado de sustitución del fenol empleado, se obtuvieron 1,3- bis- [2’- hidroxibencil] imidazolidinas regioselectivamente, 2,6-di[3’- (2’’-hidroxibencil)-1’-metilenimidazolidin]fenoles y 3,3’-etilen-bis-(3,4-dihidro-2H-1,3-benzoxazinas).

ABSTRACT

Several phenols were tested as nucleophilesin Mannich-type reactions with the macrocyclic aminal 1,3,6,8-tetraazatricyclo[4.4.1.1(3,8)]dodecane (TATD) in basic medium. Depending on the degree of substitution of the phenol employed,1,3-bis-[2’-hydroxybenzyl]imidazolidines, 2,6-di[3’-(2’’-hydroxybenzyl)-1’- methyleneimidazolidin] phenols and 3,3’-ethylene-bis-(3,4-dihydro-2H-1,3- benzoxazines) were obtained.