Issue 15, 2009
From the journal:

Chemical Communications

Doubly dearomatising intramolecular coupling of a nucleophilic and an electrophilicheterocycle†

Heloise Bricea  and  Jonathan Clayden*a  

* Corresponding authors

a School of Chemistry, University of Manchester, Oxford Road, Manchester, UK
E-mail: Clayden@man.ac.uk

Abstract

Isonicotinamides carrying N-furanylmethyl, N-pyrrolylalkyl or N-thiophenylmethyl substituents at nitrogen undergo cyclisation induced by an electrophile, giving spirocyclic compounds or doubly spirocyclic compounds in which both the nucleophilic and electrophilicheterocycles are dearomatised.

Graphical abstract: Doubly dearomatising intramolecular coupling of a nucleophilic and an electrophilicheterocycle

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Article information

DOI
https://doi.org/10.1039/B901558B
Article type
Communication
Submitted
23 Jan 2009
Accepted
18 Feb 2009
First published
12 Mar 2009

Chem. Commun., 2009, 1964-1966

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Doubly dearomatising intramolecular coupling of a nucleophilic and an electrophilicheterocycle

H. Brice and J. Clayden, Chem. Commun., 2009, 1964 DOI: 10.1039/B901558B

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