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Diarylamine Synthesis via Desulfinylative Smiles Rearrangement

[Image: see text] Diarylamines are obtained directly from sulfinamides through a novel rearrangement sequence. The transformation is transition metal-free and proceeds under mild conditions, providing facile access to highly sterically hindered diarylamines that are otherwise inaccessible by traditi...

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Detalles Bibliográficos
Autores principales: Sephton, Thomas, Large, Jonathan M., Butterworth, Sam, Greaney, Michael F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8893360/
https://www.ncbi.nlm.nih.gov/pubmed/35094513
http://dx.doi.org/10.1021/acs.orglett.1c04122
Descripción
Sumario:[Image: see text] Diarylamines are obtained directly from sulfinamides through a novel rearrangement sequence. The transformation is transition metal-free and proceeds under mild conditions, providing facile access to highly sterically hindered diarylamines that are otherwise inaccessible by traditional S(N)Ar chemistry. The reaction highlights the distinct reactivity of the sulfinamide group in Smiles rearrangements versus that of the more common sulfonamides.