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Chemistry of acetylenic ethers 71: Acetylenic benzyl ethers and their rearrangement into 2-indanones

✍ Scribed by H. Olsman; A. Graveland; J. F. Arens


Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
287 KB
Volume
83
Category
Article
ISSN
0165-0513

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## Abstract 4‐Hydroxyalkynyl ethers can be prepared from epoxides and ethoxyethynyllithium in liquid ammonia or bis‐ethoxyethynylmagnesium in ether‐tetrahydrofuran. Under other conditions, notably in the presence of metal halides other products are obtained, including halohydrins and 3‐hydroxyalky

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## 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