Base-Promoted Sulfur Arylation of Sulfenamides to Oxonium Aryne Precursors: Chemoselective Synthesis of Sulfilimines and <i>o</i>-Sulfanylanilines
In this study, a metal-free and efficient method for the synthesis of sulfilimines and <i>o</i>-sulfanylanilines in high yields with excellent chemoselectivities from oxonium aryne precursors with sulfenamides has been developed. This method features mild reaction conditions, simple operations, a general substrate scope, and good tolerance of functional groups. In addition, scale-up synthesis, related applications, and preliminary mechanistic explorations were also investigated.
Authors
- Shang‐Shi Zhang (ORCID: https://orcid.org/0000-0002-9247-1373)
- Qiong Hu
- Bing Shu (ORCID: https://orcid.org/0000-0001-7321-8682)
- Sheng Fang (ORCID: https://orcid.org/0009-0002-1078-2184)
- Jialin Song (ORCID: https://orcid.org/0000-0002-1014-2104)
- Wang-Liang Chen (ORCID: https://orcid.org/0000-0003-2242-8828)
Institutions
- Guangdong Pharmaceutical University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-12-16
- DOI
- https://doi.org/10.1021/acs.joc.4c02373
- Citations
- 7
- Primary Topic
- Catalytic Alkyne Reactions
- Type
- article
- Field-Weighted Citation Impact
- 1.75
Funders
- National Natural Science Foundation of China
- Guangdong Pharmaceutical University
- Department of Education of Guangdong Province
- Basic and Applied Basic Research Foundation of Guangdong Province