Publikation: On the Reaction of Nitrilium and N-Acylamidinium Salts with Oximes and Other Hetero Nucleophiles
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1993
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Glocker, Michael O.
Shrestha-Davadi, Prativa Bade
Küchler-Krischun, Jonna
Hofmann, Josef
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Chemische Berichte. 1993, 126(8), pp. 1859-1865. ISSN 0009-2940. eISSN 1099-0682. Available under: doi: 10.1002/cber.19931260817
Zusammenfassung
Nitrilium salts 2 add oximes 1 to form stable alkylideneaminooxy-substituted iminium salts 4. Compounds 4 have been postulated by Meerwein as intermediates of the Beckmann rearrangement of oximes[1]. For (E)-4c an X-ray structural analysis is performed. Other intermediates of the Beckmann rearrangement are the N-acylamidinium salts 5, which are produced by the reaction of nitrilium salts with amides. As models for the transformation of 5 into amides, the end products of the Beckmann rearrangement, reactions of N-acylamidinium salts with nucleophiles, e.g. oximes, alcohols, water, amines, thiols, and benzophenone imine are studied.
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540 Chemie
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GLOCKER, Michael O., Prativa Bade SHRESTHA-DAVADI, Jonna KÜCHLER-KRISCHUN, Josef HOFMANN, Helmut FISCHER, Johannes JOCHIMS, 1993. On the Reaction of Nitrilium and N-Acylamidinium Salts with Oximes and Other Hetero Nucleophiles. In: Chemische Berichte. 1993, 126(8), pp. 1859-1865. ISSN 0009-2940. eISSN 1099-0682. Available under: doi: 10.1002/cber.19931260817BibTex
@article{Glocker1993React-23448, year={1993}, doi={10.1002/cber.19931260817}, title={On the Reaction of Nitrilium and N-Acylamidinium Salts with Oximes and Other Hetero Nucleophiles}, number={8}, volume={126}, issn={0009-2940}, journal={Chemische Berichte}, pages={1859--1865}, author={Glocker, Michael O. and Shrestha-Davadi, Prativa Bade and Küchler-Krischun, Jonna and Hofmann, Josef and Fischer, Helmut and Jochims, Johannes} }
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