Copper Salt Catalyzed Synthesis of Functionalized 2 H ‐Pyranes

A copper‐catalyzed reaction between terminal alkynes, oxiranes, and malonitrile has been described. In this transformation, copper acetylide was attacked on oxiranes to form homopropargyl alkoxy‐copper intermediate that was further transferred to 2 H ‐pyrane skeletons by reaction with malonitrile. W...

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Veröffentlicht in:Journal of heterocyclic chemistry 2019-06, Vol.56 (6), p.1850-1856
Hauptverfasser: Varmazyar, Alireza, Sedaghat, Sajjad, Goli‐Kand, Ahmad Nozad, Khalaj, Mehdi, Arab‐Salmanabadi, Samira
Format: Artikel
Sprache:eng
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Zusammenfassung:A copper‐catalyzed reaction between terminal alkynes, oxiranes, and malonitrile has been described. In this transformation, copper acetylide was attacked on oxiranes to form homopropargyl alkoxy‐copper intermediate that was further transferred to 2 H ‐pyrane skeletons by reaction with malonitrile. We found that the reaction was not productive without hexafluoroisopropanol.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.3570