Dual Semiconductor‐Photoredox/Halogen‐Bonding Organocatalyzed Cascade Sulfonylation/Cyclization of Alkynes and Alkenes with RSO <sub>2</sub> Cl
The dual semiconductor-photoredox/halogen-bonding organocatalyzed cascade sulfonylation/cyclization of (hetero)arene-tethered alkynes and alkenes with RSO<sub>2</sub>Cl is first developed. This method proceeds efficiently under mild reaction conditions, delivering a variety of sulfonylated fused-(hetero)arenes with good functional group compatibility. Mechanistic investigations reveals that XantPhos interacts with RSO<sub>2</sub>Cl to form a halogen-bonding complex, which facilitates S─Cl bond cleavage under blue light irradiation. Specifically, the Sr<sub>3</sub>N<sub>2</sub> semiconductor catalyst promotes heterolytic S─Cl bond cleavage through a SET process, generating a sulfonyl radical and chloride ion. In contrast, the sulfonylated fused-(hetero)arene facilitates homolytic S─Cl bond cleavage via an EnT pathway, proudcing a sulfonyl radical.
Authors
- Wei‐Min He (ORCID: https://orcid.org/0000-0002-9481-6697)
- Z. H. Zhang
- Yuyu Tan (ORCID: https://orcid.org/0009-0000-4955-8097)
- Jun Jiang (ORCID: https://orcid.org/0000-0002-6116-5605)
- Yaohui Wang (ORCID: https://orcid.org/0000-0003-0165-6573)
- Lei He (ORCID: https://orcid.org/0000-0001-7369-892X)
- Rou Ding
- Yao‐Dan Xu
Institutions
- University of South China (CN)
Publication Details
- Journal
- Advanced Science
- Published
- 2025-11-25
- DOI
- https://doi.org/10.1002/advs.202515993
- Citations
- 2
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- University of South China