Helvetica Chimica Acta

„Nichtcarbenoide” Zwischenstufen bei der Fragmentierung von α??Cyclopropyltosylhydrazonen

G Ohloff, W Pickenhagen

Index: Ohloff,G.; Pickenhagen,W. Helvetica Chimica Acta, 1971 , vol. 54, p. 1789 - 1796

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Citation Number: 9

Abstract

Abstract The sodium salts of the tricyclic tosylhydrazones 1, 4 and 5 yield by base-catalyzed fragmentation between 130–160 the monocyclic ring expansion products 2, 3 and 6. IR.- spectrometry suggests a diazoalkane A as the principal intermediate of the fragmentation. Besides the known carbene mechanism the reaction is considered to pass through a noncarbenoid intermediate.