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N-Iodosuccinimide-Promoted Hofmann-Löffler Reactions of Sulfonimides under Visible Light

Calvin Q. O'Broin, Patricia Fernández, Claudio Martínez and Kilian Muñiz*

*Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007 Tarragona, Spain, Email: kmuniziciq.es

C. Q. O'Broin, P. Fernández, C. Martínez, Kilian Muñiz, Org. Lett., 2016, 18, 436-439.

DOI: 10.1021/acs.orglett.5b03476 (free Supporting Information)


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Abstract

N-Iodosuccinimide promotes an attractive and productive protocol for the position-selective intramolecular C-H amination of aliphatic groups (Hofmann-Löffler reaction) employing sulfonimides as nitrogen sources initiated by visible light. The overall transformation provides pyrrolidines under mild and selective conditions as demonstrated for 17 different substrates.

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Key Words

pyrrolidines, NIS


ID: J54-Y2016