Electrochemical Selenylation‐Induced Annulation of Alkenyl Ureas to Access Cyclic Isoureas

A direct electrosynthesis of cyclic isoureas from N‐allyl ureas and diselenides has been described. This protocol proceeds without any additional catalyst and oxidant, at room temperature under air, providing the desired products in 71–91% yield. In addition, the synthesis of cyclic isoureas contain...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2024-01, Vol.366 (2), p.188-193
Main Authors: Li, Hongjun, Tang, Dong, Zhou, Pengjuan, Wan, Yaya, Jiang, Rui, Yang, Jinhui
Format: Article
Language:English
Subjects:
Alkenyl ureas
Chemical reactions
Cyclic isoureas
C−O/C−Se bond formation
Electrochemistry
Oxidizing agents
Room temperature
Selenides
Selenylation
Ureas
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Summary:A direct electrosynthesis of cyclic isoureas from N‐allyl ureas and diselenides has been described. This protocol proceeds without any additional catalyst and oxidant, at room temperature under air, providing the desired products in 71–91% yield. In addition, the synthesis of cyclic isoureas containing five to seven‐membered rings has also been achieved by the employment of this strategy. On the basis of the mechanism experiments and previous research works, a probable mechanism is proposed.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202300949