Issue 29, 2015
From the journal:

Chemical Communications

Zincation of 4,4-dimethyloxazoline using TMPZnCl·LiCl. A new preparation of 2-aryloxazolines†

Diana Haas,a   Maximilian S. Hofmayer,a   Tomke Bressera  and  Paul Knochel*a  

* Corresponding authors

a Ludwig Maximilians-University Munich, Department of Chemistry, Butenandtstrasse 5-13, 81377 München, Germany
E-mail: paul.knochel@cup.uni-muenchen.de

Abstract

The metalation of 4,4-dimethyloxazoline using TMPZnCl·LiCl provides a stable 2-zincated oxazolinyl reagent which readily undergoes palladium-catalyzed Negishi cross-couplings allowing a new access to 2-aryloxazolines. Cu-mediated acylation and allylation reactions also proceed in good yields.

Graphical abstract: Zincation of 4,4-dimethyloxazoline using TMPZnCl·LiCl. A new preparation of 2-aryloxazolines

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Article information

DOI
https://doi.org/10.1039/C5CC01144B
Article type
Communication
Submitted
06 Feb 2015
Accepted
02 Mar 2015
First published
13 Mar 2015
This article is Open Access
Creative Commons BY license

Chem. Commun., 2015,51, 6415-6417

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Zincation of 4,4-dimethyloxazoline using TMPZnCl·LiCl. A new preparation of 2-aryloxazolines

D. Haas, M. S. Hofmayer, T. Bresser and P. Knochel, Chem. Commun., 2015, 51, 6415 DOI: 10.1039/C5CC01144B

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