Straightforward Access to 4-Sulfenylated Isocoumarins via Sulfoxides/MOMCl-Enabled Regioselective Cleavage and Reconfiguration of C–S Bonds

The combination of sulfoxides with MOMCl has been found for the first time to mediate electrophilic cyclization and install a variety of sulfenyl groups onto isocoumarin skeletons via regioselective cleavage and reconfiguration of C-S bonds. Notably, MOMCl, a mild and readily available alkyl chloride, was indispensable and played a significant role as an activator under neutral conditions in this transformation, thus expanding the scope of acid-labile substrates.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-04-22
DOI
https://doi.org/10.1021/acs.joc.5c00287
Citations
2
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
1.87

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article

Straightforward Access to 4-Sulfenylated Isocoumarins via Sulfoxides/MOMCl-Enabled Regioselective Cleavage and Reconfiguration of C–S Bonds

Yongjun Zheng, Haoyuan Fan, Wei Wang, Yong Zhang et al.
2 citations
The Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
1.87
article

Straightforward Access to 4-Sulfenylated Isocoumarins via Sulfoxides/MOMCl-Enabled Regioselective Cleavage and Reconfiguration of C–S Bonds

Yongjun Zheng, Haoyuan Fan, Wei Wang, Yong Zhang, Haixia Zheng, Shixun Cao, Yunfei Du, Feng Hua, Linlin Xing
article en
2 citations

Abstract

The combination of sulfoxides with MOMCl has been found for the first time to mediate electrophilic cyclization and install a variety of sulfenyl groups onto isocoumarin skeletons via regioselective cleavage and reconfiguration of C-S bonds. Notably, MOMCl, a mild and readily available alkyl chloride, was indispensable and played a significant role as an activator under neutral conditions in this transformation, thus expanding the scope of acid-labile substrates.

The Journal of Organic ChemistryVol. 90(17)
Tianjin University (CN), Peking University (CN), Center for Interdisciplinary Studies (IN), Anyang Institute of Technology (CN)
Natural Science Foundation of Henan Province, Key Scientific Research Project of Colleges and Universities in Henan Province
Openalex Percentile: Top 16%
Sulfur-Based Synthesis Techniques
1.87
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Straightforward Access to 4-Sulfenylated Isocoumarins via Sulfoxides/MOMCl-Enabled Regioselective Cleavage and Reconfiguration of C–S Bonds — Yongjun Zheng, Haoyuan Fan, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS