Volume 31, Issue 23
Preparative Organic Chemistry
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ChemInform Abstract: Cyclizations of Substituted Benzylidene-3-alkenylamines: Synthesis of the Tricyclic Core of the Martinellines.

Kristine E. Frank

Kristine E. Frank

Dep. Med. Chem., Univ. Kans., Lawrence, KS 66045, USA

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Jeffrey Aube

Jeffrey Aube

Dep. Med. Chem., Univ. Kans., Lawrence, KS 66045, USA

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First published: 08 June 2010

Abstract

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ChemInform Abstract

Lewis acid-mediated cyclization of benzylidene-3-alkenylamines leads to different heterocycles (piperidines, pyrrolidines, dibenzodiazocines, pyridoquinazolines, pyrroloquinazolines) depending on the educt structure. Pyrroloquinazolinones such as (IX) and (XI) can smoothly be converted into pyrroloquinolines like (XVI), which are potent intermediates of martinellines.

chemical structure image

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