Issue 9, 2016

Synthesis of vinyl ethers of alcohols using calcium carbide under superbasic catalytic conditions (KOH/DMSO)

Abstract

Vinyl ethers are important and useful synthetic building blocks. Using a test tube with a screw cap, a convenient preparation of vinyl ethers from alcohols with calcium carbide under superbasic catalytic conditions (KOH/DMSO) was developed. The vinylation of primary and secondary alcohols was successfully achieved, affording the desired products in good yields. The gram-scale preparation of a vinyl ether was also demonstrated. In this reaction, calcium carbide acts as an acetylene source, constituting a safer alternative to acetylene gas.

Graphical abstract: Synthesis of vinyl ethers of alcohols using calcium carbide under superbasic catalytic conditions (KOH/DMSO)

Supplementary files

Article information

Article type
Communication
Submitted
14 Dec 2015
Accepted
19 Feb 2016
First published
22 Feb 2016

Green Chem., 2016,18, 2614-2618

Synthesis of vinyl ethers of alcohols using calcium carbide under superbasic catalytic conditions (KOH/DMSO)

R. Matake, Y. Adachi and H. Matsubara, Green Chem., 2016, 18, 2614 DOI: 10.1039/C5GC02977E

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