Ring‐Opening 1,3‐Aminochalcogenation of Donor–Acceptor Cyclopropanes: A Three‐Component Approach

A 1,3‐aminothiolation was realized by reacting 2‐substituted cyclopropane 1,1‐dicarboxylates with sulfonamides and N‐(arylthio)succinimides. Under Sn(OTf)(2) catalysis the transformation proceeded smoothly to the corresponding ring‐opened products bearing the sulfonamide in the 1‐position next to th...

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Detalles Bibliográficos
Autores principales: Augustin, André U., Jones, Peter G., Werz, Daniel B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6771889/
https://www.ncbi.nlm.nih.gov/pubmed/31282001
http://dx.doi.org/10.1002/chem.201902160
Descripción
Sumario:A 1,3‐aminothiolation was realized by reacting 2‐substituted cyclopropane 1,1‐dicarboxylates with sulfonamides and N‐(arylthio)succinimides. Under Sn(OTf)(2) catalysis the transformation proceeded smoothly to the corresponding ring‐opened products bearing the sulfonamide in the 1‐position next to the donor and the arylthio residue in the 3‐position next to the acceptor. The procedure was extended to the corresponding selenium analogues by employing N‐(phenylseleno)succinimides as an electrophilic selenium source.

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