Syntheses of Unsymmetric (Sulfoxylidene)ureas from <i>N</i>H-Sulfoximines and Dioxazolones Assisted by 2,2,2-Trifluoroethanol
Ureas and sulfoximines are relevant as natural products and pharmaceuticals. The fusion of these two frameworks results in (sulfoxylidene)ureas. Herein, we present a convenient method to access such compounds from <i>N</i>H-sulfoximines and dioxazolones. The reactions are assisted by 2,2,2-trifluoroethanol (TFE), yielding the desired products in moderate to good yields under mild reaction conditions. The process, which involves a Curtius rearrangement, is characterized by its simplicity and the absence of any additional activator rendering it appealing for applications in medicinal chemistry.
Authors
- Carsten Bolm (ORCID: https://orcid.org/0000-0001-9415-9917)
- Chandan Chittapriya Sahu (ORCID: https://orcid.org/0009-0002-1085-2496)
- Peng Wu (ORCID: https://orcid.org/0000-0002-5204-0229)
- Yijie Hu (ORCID: https://orcid.org/0000-0002-1269-2476)
Institutions
- RWTH Aachen University (DE)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-03-27
- DOI
- https://doi.org/10.1021/acs.orglett.5c00512
- Citations
- 4
- Primary Topic
- Synthesis and Catalytic Reactions
- Type
- article
- Field-Weighted Citation Impact
- 3.74
Funders
- China Scholarship Council
- RWTH Aachen University