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Synthesis 1985; 1985(11): 1062-1067
DOI: 10.1055/s-1985-31430
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Allen-1,1-dicarboxamide durch Umallenierung von 1,3-Bis[dialkylamino]-1,3-diethoxyallenen mit disubstituierten Malonyl-chloriden

R. W. Saalfrank* , F. Schütz, U. Moenius
  • *Institut für Organische Chemie der Universität Erlangen-Nürnberg, Henkestraße 42, D-8520 Erlangen, Bundesrepublik Deutschland
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Publication Date:
27 September 2002 (online)

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Allene-1,1-dicarboxamides by Transallenation of 1,3-Bis[dialkylamino]-1,3-diethoxyallenes with Disubstituted Malonyl Chlorides N,N,N′,N′-Tetrasubstituted malonic diamides are converted into 1,3-bis[dialkyl(aryl)-amino]-1,3-diethoxyallenes via a four-step O-ethylation - deprotonation - O-ethylation - deprotanation sequence using triethyloxonium tetrafluoroborate as ethylating agent. The 1,3-bis[dialkylamino]-1,3-diethoxyallenes thus prepared react with disubstituted malonyl chlorides to give N,N,N′,N′-tetraalkylallene-1,1-dicarboxamides.