Issue 99, 2013
From the journal:

Chemical Communications

Zn(ii) chloride-catalyzed direct coupling of various alkynes with acetals: facile and inexpensive access to functionalized propargyl ethers†

Itaru Suzuki,a   Makoto Yasuda*a  and  Akio Baba*a  

* Corresponding authors

a Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka, Japan
E-mail: yasuda@chem.eng.osaka-u.ac.jp, baba@chem.eng.osaka-u.ac.jp
Fax: +81-6-6879-7387
Tel: +81-6-6879-7386

Abstract

The coupling of acetals with various alkynes was achieved using only 1 mol% of inexpensive and mild Lewis acid ZnCl2, which furnished propargyl ethers. The coupling was catalyzed by Zn(OMe)Cl, which was generated in situ to form an alkynylzinc species. This protocol was allowed to expand to a one-pot subsequent reaction with allylchlorosilane to obtain a 1,4-enyne product.

Graphical abstract: Zn(ii) chloride-catalyzed direct coupling of various alkynes with acetals: facile and inexpensive access to functionalized propargyl ethers

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Article information

DOI
https://doi.org/10.1039/C3CC46570E
Article type
Communication
Submitted
28 Aug 2013
Accepted
27 Sep 2013
First published
27 Sep 2013
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2013,49, 11620-11622

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Zn(II) chloride-catalyzed direct coupling of various alkynes with acetals: facile and inexpensive access to functionalized propargyl ethers

I. Suzuki, M. Yasuda and A. Baba, Chem. Commun., 2013, 49, 11620 DOI: 10.1039/C3CC46570E

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