Copper‐catalyzed domino reaction between terminal alkynes, isocyanates, and oxiranes: An atom‐economic route to morpholine derivatives

In situ generated copper acetylides react with isocyanates and oxiranes to form a decent range of morpholine derivatives. The reactions proceeded with acceptable yields and excellent regioselectivity. The presence of oxygen and moisture completely inhibited the reaction. The scope of the reaction is...

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Veröffentlicht in:Journal of heterocyclic chemistry 2020-01, Vol.57 (1), p.140-150
Hauptverfasser: Beigi‐Somar, Vahid, Homami, Seyed Saied, Ghazanfarpour‐Darjani, Majid, Monzavi, Amirhossein
Format: Artikel
Sprache:eng
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Zusammenfassung:In situ generated copper acetylides react with isocyanates and oxiranes to form a decent range of morpholine derivatives. The reactions proceeded with acceptable yields and excellent regioselectivity. The presence of oxygen and moisture completely inhibited the reaction. The scope of the reaction is wide and the reactions involve consecutive C–C, C–N, and C–O bond formations.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.3756