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Issue 2, 2016
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An efficient metal-free pathway to vinyl thioesters with calcium carbide as the acetylene source

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Abstract

Chemical reactions involving high-pressure acetylene are not easily performed in a standard laboratory setup. The risk of explosion and technical difficulties drastically complicate the equipment and greatly increase the cost. In this study, we propose the replacement of acetylene with calcium carbide, which was successfully utilized to synthesize practically useful vinyl thioesters in accordance with a simple and environmentally benign procedure. The reaction proceeded under mild conditions using a standard laboratory setup. The optimized reaction conditions allowed the selective synthesis of the vinyl thioesters in high yields, and the reaction conditions can be scaled up to synthesize grams of sulfides from inexpensive starting materials.

Graphical abstract: An efficient metal-free pathway to vinyl thioesters with calcium carbide as the acetylene source

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Publication details

The article was received on 09 Jul 2015, accepted on 03 Aug 2015 and first published on 04 Aug 2015


Article type: Paper
DOI: 10.1039/C5GC01552A
Citation: Green Chem., 2016,18, 482-486
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    An efficient metal-free pathway to vinyl thioesters with calcium carbide as the acetylene source

    K. S. Rodygin and V. P. Ananikov, Green Chem., 2016, 18, 482
    DOI: 10.1039/C5GC01552A

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