Issue 7, 2006
From the journal:

Chemical Communications

Regioselective functionalization of trisubstituted pyridines using a bromine–magnesium exchange†

Hongjun Rena  and  Paul Knochel*a  

* Corresponding authors

a Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstraße 5-13, Haus F, München, Germany
E-mail: Paul.Knochel@cup.uni-muenchen.de
Fax: (+49) 89-2180-77680
Tel: (+49) 89-2180-77681

Abstract

A tosyloxy substituent in position 2 allows a highly regioselective Br/Mg exchange reaction on 3,5-dibromopyridine derivatives using iso-PrMgCl·LiCl. The resulting functionalized pyridylmagnesium reagents react with various electrophiles in position 3. Acylated pyridines of this type can be readily converted into pyrazolo [3,4-b] pyridines.

Graphical abstract: Regioselective functionalization of trisubstituted pyridines using a bromine–magnesium exchange

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Article information

DOI
https://doi.org/10.1039/B515168F
Article type
Communication
Submitted
26 Oct 2005
Accepted
28 Nov 2005
First published
23 Dec 2005

Chem. Commun., 2006, 726-728

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Regioselective functionalization of trisubstituted pyridines using a bromine–magnesium exchange

H. Ren and P. Knochel, Chem. Commun., 2006, 726 DOI: 10.1039/B515168F

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