A green, isocyanide-based three-component reaction approach for the synthesis of multisubstituted ureas and thioureas

[Display omitted] •A green, isocyanide based multicomponent reaction was developed.•Unstable N-chlorinated amines, isonitriles and water or sulfide were used for the 3CR.•Water could be exploited as reactants and solvent for the preparation of carbamides. A one-pot, isocyanide based multicomponent p...

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Bibliographic Details
Published in:Tetrahedron letters 2018-01, Vol.59 (1), p.54-57
Main Authors: Angyal, Anikó, Demjén, András, Wölfling, János, Puskás, László G., Kanizsai, Iván
Format: Article
Language:English
Subjects:
Isocyanide
Multicomponent reaction
N-chloro amine
Thiourea
Urea
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Summary:[Display omitted] •A green, isocyanide based multicomponent reaction was developed.•Unstable N-chlorinated amines, isonitriles and water or sulfide were used for the 3CR.•Water could be exploited as reactants and solvent for the preparation of carbamides. A one-pot, isocyanide based multicomponent protocol was presented starting from secondary amines towards (thio)urea derivatives and utilized for the construction of a diverse 27-membered chemical library. Following a green compatible microwave assisted condition, the formed N,N′-multisubstituted (thio)ureas were obtained in up to 85% yield.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2017.11.053