A General Synthesis of Benzoazepinoindoles – A New Class of Heterocycles

Jeremy C. Dobrowolski; Duyen H.T. Nguyen; Benjamin H. Fraser; Mohan Bhadbhade; David StC. Black; Naresh Kumar

doi:10.1055/s-0039-1690700

Synlett, Table of Contents

Synlett 2019; 30(18): 2081-2085
DOI: 10.1055/s-0039-1690700

letter

A General Synthesis of Benzoazepinoindoles – A New Class of Heterocycles

Jeremy C. Dobrowolski

^aSchool of Chemistry, The University of New South Wales, Sydney, NSW 2052, Australia

,

Duyen H.T. Nguyen

^aSchool of Chemistry, The University of New South Wales, Sydney, NSW 2052, Australia

,

Benjamin H. Fraser

^bThe Australian Nuclear Science and Technology Organisation, Kirrawee DC, NSW 2232, Australia

,

Mohan Bhadbhade

^cSolid State & Elemental Analysis Unit, Mark Wainwright Analytical Centre, Division of Research, The University of New South Wales, Sydney, NSW 2052, Australia Email: n.kumar@unsw.edu.au

,

David StC. Black

^aSchool of Chemistry, The University of New South Wales, Sydney, NSW 2052, Australia

,

Naresh Kumar∗

^aSchool of Chemistry, The University of New South Wales, Sydney, NSW 2052, Australia

› Author Affiliations

Abstract

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Abstract

A new class of heterocyclic compounds, namely the benzoazepinoindolones, has been synthesised through a base-catalysed cyclisation reaction of 1,4-bis(2-aminophenyl)-2-phenylbutane-1,4-dione derivatives and features the prominent seven-membered azepine ring moiety. This synthesis has considerable scope for the rapid generation of more complex structures and is inexpensive and generally applicable.

Key words

dihydrobenzo[6,7]azepino[3,2-c]indolones - fused-ring systems - umpolung - condensation - heterocycles

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References

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