Condition-Regulated Regiodivergent Synthesis of Biaryl Sulfones via Sulfonylation of Diaryl λ <sup>3</sup> -Bromanes and Chloranes
A regiodivergent sulfonylation of cyclic diaryl λ<sup>3</sup>-bromanes and λ<sup>3</sup>-chloranes has been developed, enabling the selective synthesis of biaryl sulfones. Under base-mediated conditions, <i>meta</i>-selective sulfonylation proceeds via aryne intermediates, while copper catalysis switches the pathway to <i>ortho</i>-selective sulfonylation. Both strategies afford diverse sulfones in moderate to excellent yields. Gram-scale reactions highlights its potential for practical applications. This protocol demonstrates the distinct reactivity of diaryl λ<sup>3</sup>-bromanes and λ<sup>3</sup>-chloranes and offers a practical, scalable approach to regiodivergent sulfone synthesis.
Authors
- Xiaoping Xu (ORCID: https://orcid.org/0000-0001-8031-3688)
- Weichun Huang (ORCID: https://orcid.org/0000-0002-1948-8347)
- Xin‐Xing Wu (ORCID: https://orcid.org/0000-0001-9384-0006)
- You Zi (ORCID: https://orcid.org/0000-0002-6960-2646)
- Yuan‐Yuan Huang (ORCID: https://orcid.org/0000-0002-0775-9197)
- Nan Wang (ORCID: https://orcid.org/0000-0003-2796-3977)
- Jiahong Chen (ORCID: https://orcid.org/0000-0002-2905-4673)
- Mengke Wang (ORCID: https://orcid.org/0000-0002-4521-194X)
Institutions
- Nantong University (CN)
- Soochow University (CN)
- Laboratoire de Synthèse Organique (FR)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-11-10
- DOI
- https://doi.org/10.1021/acs.orglett.5c04371
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.00