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Synthesis 2006(18): 3134-3140  
DOI: 10.1055/s-2006-942502
SPECIALTOPIC
© Georg Thieme Verlag Stuttgart · New York

Efficient Syntheses of Polyamines Bearing 1H-Tetrazol-5-yl Units on Their Amino Functions

Constantinos M. Athanassopoulos*, Thomas Garnelis, George Magoulas, Dionissios Papaioannou
University of Patras, Department of Chemistry, University Campus, 26500 Rion, Patras, Greece
Fax: +30(261)0997156; e-Mail: kath@chemistry.upatras.gr;
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Publication History

Received 31 March 2006
Publication Date:
19 July 2006 (online)

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Abstract

Linear N-benzyl-N′-trityl-α,ω-diamines and N α, N ω-ditritylpolyamines were efficiently converted into the corresponding N-(1-benzyltetrazol-5-yl)-substituted derivatives upon treatment with benzyl isothiocyanate followed by reaction of the thus-obtained thioureas with azidotrimethylsilane under Mitsunobu reaction conditions.

Key words

polyamines - tetrazoles - Mitsunobu reaction - thiourea derivatives - azidotrimethylsilane