2026-09-14T19:34:54Zhttps://riubu.ubu.es/oai/request

oai:riubu.ubu.es:10259/105032025-05-28T00:05:25Zcom_10259_3593com_10259_5086com_10259_2604col_10259_3594

Marín Díaz, Pablo Martínez Núñez, Clara Sanz Díez, Roberto Suárez Pantiga, Samuel 2025-05-27T12:23:40Z 2025-05-27T12:23:40Z 2024-03 1434-193X http://hdl.handle.net/10259/10503 10.1002/ejoc.202400147 1099-0690 Cyclopropylmethyl sulfides react with N-fluorosulfonimide (NFSI) or molecular iodine, enabling C−S cleavage to generate cyclopropylcarbinyl cations, which evolve through cyclopropane ring-opening reactions into homoallyl cations suitable to react with nucleophiles present in the reaction media. This desulfurative cleavage of cyclopropylmethyl thioethers under non-acidic conditions facilitates homoallylation of N-based nucleophiles such as alkyl or aryl amines as well as sulfonimides through a one-pot protocol in one or two steps depending on the nucleophile. The reaction is initiated by a halogen-sulfur bond that causes C−S bond cleavage. Moreover, the reaction with iodine proceeds through homoallyl iodide intermediates. eng http://creativecommons.org/licenses/by-nc/4.0/ info:eu-repo/semantics/openAccess Atribución-NoComercial 4.0 Internacional Halogen Promoted Desulfurative Cleavage of Cyclopropylmethyl Thioethers and Amination of the Formed Cyclopropylcarbinyl Cations info:eu-repo/semantics/article