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1-Alkyl-4-dialkylaminopyridinium Halides as Phase-Transfer Catalysts in Dichlorocarbene Reactions

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Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Summary.

 A series of 1-alkyl-4-dialkylaminopyridinium halides derived from 4-dimethylamino- and 4-morpholinopyridines were synthesized and tested as phase-transfer catalysts in three typical reactions of dichlorocarbene: dehydration of benzamide, N-formylation of diphenylamine, and dichlorocyclopropanation of styrene. The catalytic performance of the above compounds was found comparable or higher than that of conventional quaternary ammonium catalysts. The influence of catalyst structure on the reactivity was evaluated.

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Authors and Affiliations

  1. Institute of Chemistry, LT-2600 Vilnius, Lithuania, , , , , , LT

    Gytis-Kazimieras Kupetis, Gintautas Šaduikis, Ona Nivinskienė & Olegas Eicher-Lorka

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  1. Gytis-Kazimieras Kupetis
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  2. Gintautas Šaduikis
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  3. Ona Nivinskienė
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  4. Olegas Eicher-Lorka
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Received June 27, 2001. Accepted (revised) September 25, 2001

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Kupetis, GK., Šaduikis, G., Nivinskienė, O. et al. 1-Alkyl-4-dialkylaminopyridinium Halides as Phase-Transfer Catalysts in Dichlorocarbene Reactions. Monatshefte fuer Chemie 133, 313–321 (2002). https://doi.org/10.1007/s007060200009

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  • DOI: https://doi.org/10.1007/s007060200009

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