Journal
TETRAHEDRON LETTERS
Volume 56, Issue 44, Pages 6059-6062Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2015.09.066
Keywords
Mannich reaction; Heterocalixarene; Cyclic aminal; Solvent-free; Phenol
Categories
Funding
- Direccion de Investigaciones, Sede Bogota (DIB) de la Universidad Nacional de Colombia
- COLCIENCIAS
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The reaction between the phenolic Mannich bases 1,3-bis[2'-hydroxybenzyl]imidazolidines and the Mannich intermediary macrocyclic aminal 1,3,6,8-tetraazatricyclo[4.4.1.1(3,8)]dodecane (TATD) was studied under solvent-free conditions. It was established that the major product is a heterocalixarene-type Mannich base, and three linear benzylimidazolidine oligomers were identified as minor products. The formation of these oligomers is analyzed in the present Letter, and the reaction mechanism is proposed. (C) 2015 Elsevier Ltd. All rights reserved.
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