Untersuchung zur 6-Hydroxyindol-Bildung bei der Nenitzescu-Reaktion, IV [1]. Cyclisierung von N-(Chinonylalkyl)enaminon-Derivaten, II [2] / Investigation on the Formation of 6-Hydroxyindole in the Nenitzescu Reaction, IV [1]. Cyclization of N-(Quinonylalkyl)enaminone Derivatives, II [2]-Reference-Cited by-同舟云学术

Untersuchung zur 6-Hydroxyindol-Bildung bei der Nenitzescu-Reaktion, IV [1]. Cyclisierung von N-(Chinonylalkyl)enaminon-Derivaten, II [2] / Investigation on the Formation of 6-Hydroxyindole in the Nenitzescu Reaction, IV [1]. Cyclization of N-(Quinonylalkyl)enaminone Derivatives, II [2]

Published:1992-10-01 Issue:10 Volume:47 Page:1403-1410
ISSN:1865-7117
Container-title:Zeitschrift für Naturforschung B
language:en
Short-container-title:

Author:

Kuckländer Uwe¹,Kuna Krystina¹,Zerta Gabriele¹,Poll Wolfgang²

Affiliation:

1. Institut für Pharmazeutische Chemie der Heinrich-Heine-Universität Düsseldorf, Universitätsstraße 1, D-W-4000 Düsseldorf 1

2. Institut für Anorganische Chemie und Strukturchemie der Heinrich-Heine-Universität Düsseldorf, Universitätsstraße 1, D-W-4000 Düsseldorf 1

Abstract

Quinonylmethylenaminones 5 and 6 are synthesized and cyclized to spiro compounds 7 and 8. Quinonylpropylenaminone 15 is made in the same way. Cyclization in acetic acid yields quinolines 11 and 12, in trifluoroacetic acid/trifluoroacetic anhydrid diacylenamine 16 is obtained. The product of 15 in perchloric acid is benzazocine 20. The structure of 20 is proven by X-ray analysis. The course of the reaction is discussed.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

Link

https://www.degruyter.com/document/doi/10.1515/znb-1992-1011/pdf

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