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Cycloadditions of Donor–Acceptor Cyclopropanes and ‐butanes using S=N‐Containing Reagents: Access to Cyclic Sulfinamides, Sulfonamides, and Sulfinamidines

We present (3+2)‐ and (4+2)‐cycloadditions of donor–acceptor (D–A) cyclopropanes and cyclobutanes with N‐sulfinylamines and a sulfur diimide, along with a one‐pot, two‐step strategy for the formal insertion of HNSO(2) into D–A cyclopropanes. These are rare examples of cycloadditions with D–A cyclopr...

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Detalles Bibliográficos
Autores principales: Oliver, Gwyndaf A., Loch, Maximilian N., Augustin, André U., Steinbach, Pit, Sharique, Mohammed, Tambar, Uttam K., Jones, Peter G., Bannwarth, Christoph, Werz, Daniel B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9298015/
https://www.ncbi.nlm.nih.gov/pubmed/34499800
http://dx.doi.org/10.1002/anie.202106596
Descripción
Sumario:We present (3+2)‐ and (4+2)‐cycloadditions of donor–acceptor (D–A) cyclopropanes and cyclobutanes with N‐sulfinylamines and a sulfur diimide, along with a one‐pot, two‐step strategy for the formal insertion of HNSO(2) into D–A cyclopropanes. These are rare examples of cycloadditions with D–A cyclopropanes and cyclobutanes whereby the 2π component consists of two different heteroatoms, thus leading to five‐ and six‐membered rings containing adjacent heteroatoms.