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One-Pot Synthesis of N-Iodo Sulfoximines from Sulfides.

ABSTRACT: This is the first report on the synthesis and characterization of N-iodo sulfoximines. The synthesis was designed as a room temperature one-pot cascade reaction from readily available sulfides as starting compounds, converted into sulfoximines by reaction with ammonium carbonate and (diacetoxyiodo)benzene, followed by iodination with N-iodosuccinimide or iodine in situ, in up to 90% isolated yields, also at a multigram scale. Iodination of aryls with N-iodo sulfoximines, oxidation, and conversion to N-SCF₃ congeners have been demonstrated.

SUBMITTER: Zupanc A

PROVIDER: S-EPMC8154609 | biostudies-literature | 2021 Apr

REPOSITORIES: biostudies-literature

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One-Pot Synthesis of N-Iodo Sulfoximines from Sulfides.

Zupanc Anže A Jereb Marjan M

The Journal of organic chemistry 20210325 8

This is the first report on the synthesis and characterization of N-iodo sulfoximines. The synthesis was designed as a room temperature one-pot cascade reaction from readily available sulfides as starting compounds, converted into sulfoximines by reaction with ammonium carbonate and (diacetoxyiodo)benzene, followed by iodination with N-iodosuccinimide or iodine in situ, in up to 90% isolated yields, also at a multigram scale. Iodination of aryls with N-iodo sulfoximin ...[more]

PMID: 33764766

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