2026-04-21T11:06:00Zhttps://riubu.ubu.es/oai/requestoai:riubu.ubu.es:10259/105032025-05-28T00:05:25Zcom_10259_3593com_10259_5086com_10259_2604col_10259_3594
Repositorio Institucional de la Universidad de Burgos
author
Marín Díaz, Pablo
author
Martínez Núñez, Clara
author
Sanz Díez, Roberto
author
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
Atribución-NoComercial 4.0 Internacional
Halogen Promoted Desulfurative Cleavage of Cyclopropylmethyl Thioethers and Amination of the Formed Cyclopropylcarbinyl Cations
info:eu-repo/semantics/article
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URL
https://riubu.ubu.es/bitstream/10259/10503/1/Mar%c3%adn-ejooc_2024.pdf
File
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Marín-ejooc_2024.pdf