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Chemistry of acetylenic ethers. LI: Introduction of alkylthio groups into acetylenic compounds and into other compounds with reactive hydrogen atoms by means of disulphides

✍ Scribed by J. R. Nooi; J. F. Arens


Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
695 KB
Volume
80
Category
Article
ISSN
0165-0513

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✦ Synopsis


Abstract

Acetylenic compounds RC ≡ CH can be converted into acetylenic thioethers by treatment of the sodium or lithium alkynide with diethyl disulphide in liquid ammonia. This constitutes the easiest route to 1‐ethylthio‐1‐alkynes I.

Other compounds with “acidic” CH~3~, CH~2~ or CH groups can likewise be alkylthiolated; generally the product containing two geminal ethylthio groups is formed in excess.