INVESTIGADORES
ORELLI Liliana Raquel
artículos
Título:
1,n-diamines. Part 2: Synthesis of acyclic and heterocyclic N-arylputrescine derivatives
Autor/es:
JIMENA E. DÍAZ; JUAN A. BISCEGLIA; MARÍA CRUZ MOLLO; LILIANA R. ORELLI
Revista:
TETRAHEDRON LETTERS
Editorial:
PERGAMON-ELSEVIER SCIENCE LTD
Referencias:
Año: 2011 vol. 52 p. 1895 - 1897
ISSN:
0040-4039
Resumen:
In the present Letter we report the use of N-arylputrescines as synthetic intermediates for the preparation of N-aryl-N´-acyltetramethylenediamines 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 carboxilic acid anhydrides led selectively to N-acyl-N´-aryltetramethylenediamines 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.
