1986
DOI: 10.1515/znb-1986-0519
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Die oxidative Spaltung von Pseudobasen 2-α-alkylierter 2,3-Cycloalkenopyridinium-Salze / Oxidative Cleavage of Pseudobases from 2-α-Alkylated 2,3-Cycloalkenopyridinium Salts

Abstract: In contrast to former assumptions pyridinium salts with a tertiary 2-α-C-atom like 2 a and 16 are not oxidized to pyridinium-carbinol intermediates during alkaline hexacyanoferrate(III) oxidation because 10 yields the pyridones 11 and 12, both missing after oxidation of 2a. The title compounds 2 show the same reactivity against alkaline hexacyanoferrate(III). The pseudobases 14 suffer ring fission simultaneously forming the pyridones 6-8. 4 and 5 were characterized as further oxidation products of 2. Show more

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