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Dual behavior of 2-tetralone: A new approach for the synthesis of 5-aryl-7,8,13,14-tetrahydrodibenzo[a,i]phenanthridine

✍ Scribed by Kulathu Iyer Sathiyanarayanan; Natesan Sundaramurthy Karthikeyan; Paduthapillai Gopal Aravindan; Seenan Shanthi; Ravindranath S. Rathore; Chang Woo Lee

Publisher: Journal of Heterocyclic Chemistry
Year: 2009
Tongue: English
Weight: 104 KB
Volume: 46
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.191

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✦ Synopsis

Abstract

magnified image The one‐pot reaction of 2‐tetralone with ammonium acetate and substituted benzaldehydes affords in a good yield of 5‐aryl‐7,8,13,14‐tetrahydrodibenzo[a,i]phenanthridine or 2,4‐diaryl‐6,7‐benzo‐3‐azabicyclo[3.3.1]nonan‐9‐one. The course of the reaction seems to be dictated by the position of the substituents present on the benzaldehyde ring. J. Heterocyclic Chem., (2009).

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