Issue 5, 2011
From the journal:

Organic & Biomolecular Chemistry

A novel synthesis of (di)-benzazocinones via an endocyclic N-acyliminium ion cyclisation†

Frank D. King,*a   Abil E. Aliev,a   Stephen Caddicka  and  D. A. Tochera  

* Corresponding authors

a Department of Chemistry, University College London, 20 Gordon Street, London, U.K.
E-mail: f.d.king@ucl.ac.uk, a.e.aliev@ucl.ac.uk

Abstract

The triflic acid-mediated endocyclic N-acyliminium ion cyclisation provides a facile synthesis of (di)-benzazocinones. On reduction of the 10-phenyl derivative, an unusually non-polar tertiary alkylamine was obtained.

Graphical abstract: A novel synthesis of (di)-benzazocinones via an endocyclic N-acyliminium ion cyclisation

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Article information

DOI
https://doi.org/10.1039/C0OB00559B
Article type
Paper
Submitted
10 Aug 2010
Accepted
24 Nov 2010
First published
01 Dec 2010

Org. Biomol. Chem., 2011,9, 1547-1554

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A novel synthesis of (di)-benzazocinones via an endocyclic N-acyliminium ion cyclisation

F. D. King, A. E. Aliev, S. Caddick and D. A. Tocher, Org. Biomol. Chem., 2011, 9, 1547 DOI: 10.1039/C0OB00559B

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