Copper Salt Catalyzed Synthesis of Functionalized 2H‐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 2H‐pyrane skeletons by reaction with malonitrile. We...

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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
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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 2H‐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