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Methylierung von 4-Hydroxy-4-(2-piperidyl)-4H-pyrazolo [1,5-a]indol mit Formaldehyd und Ameisensäure. 11. Mitteilung über metallorganische Reaktionen und Folgeprodukte

✍ Scribed by Grety Rihs; Hermann Fuhrer; Adrian Marxer


Publisher
John Wiley and Sons
Year
1981
Tongue
German
Weight
287 KB
Volume
64
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

In the 10^th^ communication of this series [1] the synthesis of 4‐hydroxy‐4‐(2‐piperidyl)‐4__H__‐pyrazolo[1,5‐a]indole (4) was described (Scheme). Surprisingly enough, methylation of this compound with formaldehyde and formic acid led via ring closure and a subsequent rearrangement to a pentacyclic ketone. By means of ^13^C‐NMR.‐spectroscopy and mass spectroscopy, this ketone could be identified as a indolizino‐pyrazolo‐indole (9). Its structure and configuration were determined by X‐ray structure analysis.