Issue 22, 2005
From the journal:

Organic & Biomolecular Chemistry

Selective transannular ring transformations in azirino-fused eight-membered O,N- or S,N-heterocycles†

Alexander F. Khlebnikov,*a   Mikhail S. Novikov,a   Ekaterina Yu. Shinkevicha  and  Denis Vidovicb  

* Corresponding authors

a Department of Chemistry, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg,Petrodvorets, Russia
E-mail: Alexander.Khlebnikov@pobox.spbu.ru
Fax: 007 812 4286939
Tel: 007 812 4284021

b Institute of Inorganic Chemistry of Georg-August University, Tammannstr. 4, Göttingen, Germany

Abstract

The first examples of transannular ring transformations in azirino-fused eight-membered O,N- or S,N-heterocycles involving selective aziridine ring opening and medium-sized ring contraction are described, which provide an access to functionalized 1,4-benzox(thi)azines or 1,3-benzox(thi)azoles.

Graphical abstract: Selective transannular ring transformations in azirino-fused eight-membered O,N- or S,N-heterocycles

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Article information

DOI
https://doi.org/10.1039/B512409C
Article type
Communication
Submitted
06 Sep 2005
Accepted
06 Oct 2005
First published
17 Oct 2005

Org. Biomol. Chem., 2005,3, 4040-4042

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Selective transannular ring transformations in azirino-fused eight-membered O,N- or S,N-heterocycles

A. F. Khlebnikov, M. S. Novikov, E. Yu. Shinkevich and D. Vidovic, Org. Biomol. Chem., 2005, 3, 4040 DOI: 10.1039/B512409C

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