Issue 39, 2012
From the journal:

Chemical Communications

Regioselective heterohalogenation of 4-halo-anisoles via a series of sequential ortho-aluminations and electrophilic halogenations†‡

Ben Conway,a   Elaine Crosbie,a   Alan R. Kennedy,a   Robert E. Mulvey*a  and  Stuart D. Robertsona  

* Corresponding authors

a WestCHEM, Department of Pure and Applied Chemistry, University of Strathclyde, Glasgow, UK
E-mail: r.e.mulvey@strath.ac.uk

Abstract

As the aluminate base [LiAl(TMP)2(iBu)2] 1 displays halogen tolerance towards substituted aromatics, 4-halo-anisoles have been ortho-aluminated and electrophilically quenched to form synthetically useful multi-heterohalogenated anisoles, with the Al intermediates along the route structurally defined.

Graphical abstract: Regioselective heterohalogenation of 4-halo-anisoles via a series of sequential ortho-aluminations and electrophilic halogenations

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Article information

DOI
https://doi.org/10.1039/C2CC30795B
Article type
Communication
Submitted
03 Feb 2012
Accepted
15 Feb 2012
First published
16 Feb 2012

Chem. Commun., 2012,48, 4674-4676

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Regioselective heterohalogenation of 4-halo-anisoles via a series of sequential ortho-aluminations and electrophilic halogenations

B. Conway, E. Crosbie, A. R. Kennedy, R. E. Mulvey and S. D. Robertson, Chem. Commun., 2012, 48, 4674 DOI: 10.1039/C2CC30795B

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