Copper Catalyzed Synthesis of Thiomorpholine Derivatives: A New Entry of Multicomponent Reaction Between Terminal Alkynes, Isothiocyanates, and Aziridines

Copper acetylide was reacted with isothiocyanate and aziridines to form 1,4‐thiomorpholine derivatives. Reaction outcome depends highly on the reaction conditions and the particular solvent employed. Optimum conditions are developed using copper iodide in hexafluoro‐2‐isopropanol at 60°C. Both the a...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 2019-02, Vol.56 (2), p.450-455
Main Author: Samzadeh‐Kermani, Alireza
Format: Article
Language:English
Subjects:
Alkynes
Aromatic compounds
Chemical synthesis
Copper
Derivatives
Iodides
Substitutes
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Summary:Copper acetylide was reacted with isothiocyanate and aziridines to form 1,4‐thiomorpholine derivatives. Reaction outcome depends highly on the reaction conditions and the particular solvent employed. Optimum conditions are developed using copper iodide in hexafluoro‐2‐isopropanol at 60°C. Both the alkyl‐substituted and aryl‐substituted aziridines and terminal alkynes were studied.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.3418