Synthesis 2012; 44(15): 2408-2412
DOI: 10.1055/s-0031-1290410
paper
© Georg Thieme Verlag Stuttgart · New York

Orthoamides and Iminium Salts LXXVII.[ 1 ] Cycloadditions to N,N,N′,N′,N′′,N′′,N′′′,N′′′-Octamethylacetylenedicarboxamidinium Bis(tetrafluoroborate): A New Synthetic Method for the Preparation of Heterocyclic Dicarboxamidinium Salts

Konstantin Drandarov
a  Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, Germany
,
Willi Kantlehner*
a  Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, Germany
b  Fakultät Chemie/Organische Chemie, Hochschule Aalen, Beethovenstr. 1, 73430 Aalen, Germany, Fax: +49(7361)5762250   Email: willi.kantlehner@htw-aalen.de
› Author Affiliations
Further Information

Publication History

Received: 20 February 2012

Accepted after revision: 09 May 2012

Publication Date:
26 June 2012 (online)


Dedicated to Professor Dr. Volker Jäger on the occasion of his 70th birthday

Abstract

The new, hitherto unknown, heterocyclic 1,2-dicarboxamidinium salts were prepared from N,N,N′,N′,N′′,N′′,N′′′,N′′′-octamethylacetylenedicarboxamidinium bis(tetrafluoroborate) and benzyl azide, C-phenyl-N-methylnitrone, (ethoxycarbonyl)pyridiniomethanide (prepared in situ from N-[(ethoxycarbonyl)methyl]pyridinium bromide), aromatic o-hydroxycarbaldehydes salicylaldehyde and 2-hydroxy-1-naphthaldehyde, 2-[(phenylimino)methyl]phenol, methyl salicylate, and phenyldiazomethane.

 
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