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Pentafluoroethyl sulfoximine enables styrene difunctionalization

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Research area:chemistry-materialsorganic-synthesis

What the study found

The study reports a pentafluoroethyl sulfoximine reagent that can act as a source of pentafluoroethyl radical. Under mild photocatalytic conditions, it was used to add a pentafluoroethyl group to styrene derivatives while forming additional C-O, C-N, C-S, or C-C bonds.

Why the authors say this matters

The authors say this significantly broadens the difunctionalization scope involving pentafluoroethylation compared with previous copper-based methods. The study suggests the reagent expands the range of simple nucleophiles that can be used in these reactions.

What the researchers tested

The researchers synthesized a pentafluoroethyl sulfoximine and tested it in pentafluoroethylation-difunctionalization reactions of styrene derivatives. They used photocatalytic conditions and simple nucleophiles to evaluate whether the reagent could transfer the pentafluoroethyl group.

What worked and what didn't

What worked was the use of the sulfoximine reagent as a pentafluoroethyl radical source for styrene derivatives under mild photocatalytic conditions. The abstract states that this approach allowed formation of C-O/C-N/C-S/C-C bonds, but it does not provide detailed examples of failures or side-by-side performance data.

What to keep in mind

The available summary does not describe specific reaction yields, substrate limits, or failed cases. It also does not give detailed experimental conditions beyond the note that the process is photocatalytic and mild.

Key points

  • A pentafluoroethyl sulfoximine reagent was synthesized and applied to styrene derivatives.
  • The reagent acts as a source of pentafluoroethyl radical.
  • The reactions were carried out under mild photocatalytic conditions.
  • Pentafluoroethylation was accompanied by formation of C-O, C-N, C-S, or C-C bonds.
  • The authors say the method broadens pentafluoroethylation difunctionalization beyond previous copper-based methods.

Disclosure

Research title:
Pentafluoroethyl sulfoximine enables styrene difunctionalization
Authors:
Lu Lin, Gabriel Goujon, Bruce Pégot, Guillaume Dagousset, Elsa Anselmi, Emmanuel Magnier, Gavin Chit Tsui
Institutions:
Centre National de la Recherche Scientifique, Centre National de la Recherche Scientifique, Centre National de la Recherche Scientifique, Centre National de la Recherche Scientifique, Centre National de la Recherche Scientifique, Chinese University of Hong Kong, Chinese University of Hong Kong, Institut Lavoisier de Versailles, Institut Lavoisier de Versailles, Institut Lavoisier de Versailles, Institut Lavoisier de Versailles, Institut Lavoisier de Versailles, State Key Laboratory of Synthetic Chemistry, Université de Tours, Université de Versailles Saint-Quentin-en-Yvelines, Université de Versailles Saint-Quentin-en-Yvelines, Université de Versailles Saint-Quentin-en-Yvelines, Université de Versailles Saint-Quentin-en-Yvelines, Université de Versailles Saint-Quentin-en-Yvelines, Université Paris-Saclay, Université Paris-Saclay, Université Paris-Saclay, Université Paris-Saclay, Université Paris-Saclay
Publication date:
2026-01-21
DOI:
10.1021/acs.orglett.5c05212
OpenAlex record:
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AI provenance: This post was generated by gpt-5.4-mini (OpenAI). The original authors did not write or review this post.

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