Artículo

1,n-diamines. Part 2: Synthesis of acyclic and heterocyclic N-arylputrescine derivatives

Díaz, Jimena EstelaIcon ; Bisceglia, Juan AngelIcon ; Mollo, María CruzIcon ; Orelli, Liliana RaquelIcon
Fecha de publicación: 04/2011
Editorial: Pergamon-Elsevier Science Ltd
Revista: Tetrahedron Letters
ISSN: 0040-4039
Idioma: Inglés
Tipo de recurso: Artículo publicado
Clasificación temática:

Resumen

In the present Letter we report the use of N-arylputrescines as synthetic intermediates for the preparation of N-acyl-N′-aryltetramethylenediamines 3 and related seven-membered heterocyclic amidines 4. Compounds 1 were synthesized by Cs2CO3/KI-mediated aminolysis of 4-chlorobutyronitrile and subsequent reduction. N-Acylation of diamines 1 with carboxylic acid anhydrides led selectively to N-acyl-N′-aryl tetramethylenediamines 3. Microwave-assisted ring closure of such precursors promoted by PPE allowed for the synthesis of hitherto unreported 1-aryl-2-alkyl-1H-1,4,5,6-tetrahydro-1,3-diazepines 4. © 2011 Elsevier Ltd. All rights reserved.
Palabras clave: Cyclic Amidines , Cyclodehydration , Microwaves , N-Acylation , Polyamines
 
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info:eu-repo/semantics/openAccess Excepto donde se diga explícitamente, este item se publica bajo la siguiente descripción: Creative Commons Attribution-NonCommercial-ShareAlike 2.5 Unported (CC BY-NC-SA 2.5)
Identificadores
URI: http://hdl.handle.net/11336/67271
URL: https://www.sciencedirect.com/science/article/pii/S0040403911002632
DOI: https://doi.org/10.1016/j.tetlet.2011.02.042
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Articulos(OCA HOUSSAY)
Articulos de OFICINA DE COORDINACION ADMINISTRATIVA HOUSSAY
Citación
Díaz, Jimena Estela; Bisceglia, Juan Angel; Mollo, María Cruz; Orelli, Liliana Raquel; 1,n-diamines. Part 2: Synthesis of acyclic and heterocyclic N-arylputrescine derivatives; Pergamon-Elsevier Science Ltd; Tetrahedron Letters; 52; 16; 4-2011; 1895-1897
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