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Chinolizine und Indolizine, XII [1]. Zur Reaktion von Pyrophthalon mit reaktiven Malonsäurederivaten / Quinolizines and Indolizines, XII [1]. Reaction of Pyrophthalone with Reactive Malonyl Derivatives

Author:
Kappe, Thomas, Hariri, Mehdi, Stadlbauer, Wolfgang
Source:
Zeitschrift für Naturforschung 2014 v.34 no.5 pp. 716-719
ISSN:
0932-0776
Subject:
chemical derivatives, decarboxylation, indolizines, malonic acid
Abstract:
The reaction of 2-(2′-pyridyl)-indan-1,3-dione (pyrophthalone, 1) with reactive malonic acid derivatives (2) yields the indanoquinolizinone derivative (5) by rearrangement of the instable zwitter-ionic compound 3 and decarboxylation of the seven-membered intermediate 4. In order to support this mechanism the lactone 15 was thermolyzed to give fluorenone (16) by decarboxylation.
Agid:
5215915