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Synthesis 2013; 45(23): 3211-3227
DOI: 10.1055/s-0033-1338549
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© Georg Thieme Verlag Stuttgart · New York

Synthesis of Biologically Active Seven-Membered-Ring Heterocycles

Tristan A. Reekie
a   School of Chemistry, The University of Sydney, Sydney, NSW 2006, Australia
,
Madeline E. Kavanagh
a   School of Chemistry, The University of Sydney, Sydney, NSW 2006, Australia
,
Mitchell Longworth
a   School of Chemistry, The University of Sydney, Sydney, NSW 2006, Australia
,
Michael Kassiou*
a   School of Chemistry, The University of Sydney, Sydney, NSW 2006, Australia
b   Brain and Mind Research Institute, Sydney, NSW 2050, Australia
c   Discipline of Medical Radiation Sciences, The University of Sydney, Sydney, NSW 2006, Australia
› Author Affiliations
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Publication History

Received: 05 August 2013

Accepted after revision: 03 October 2013

Publication Date:
24 October 2013 (online)

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Abstract

Seven-membered rings that contain one or more heteroatoms are interesting motifs for organic synthesis. In addition to their synthetic interest, they play an important role in industrial and pharmaceutical chemistry with generally increased central nervous system activity when flanked by aromatic rings. Herein we report a brief summary of some key methods of preparation for seven-membered-ring heterocycles and how they have been applied to the synthesis of commercially desirable products. We then detail new methods that we have developed for the synthesis of biologically active compounds containing this motif.

Key words

Heterocycles - fused-ring systems - medicinal chemistry - polycycles - amines

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