Ruthenium-catalyzed sulfoalkenylation of acetanilides and dual-use of the catalyst directing group
- In contrast to vinylsulfonates and vinylsulfones, vinylsulfonamides are unreactive in Pd-catalyzed oxidative Heck-coupling reactions with acetanilides. This limitation has been resolved by using a C-H-activation protocol based on Ru-Cu-Ag-catalysis. Overall, the Ru-Cu-Ag-catalyzed conditions turned out to be more reliable and showed better reproducibility than the Pd-catalyzed C-H-activation. The coupling products thus obtained are functionalized styrenyl sulfones and -sulfonamides which can be used as starting materials for the synthesis of sulfonyl pyrroles and sulfonyl pyrrolo[2,3-c]quinolines.
| Author details: | Patrick SandGND, Bernd SchmidtORCiDGND |
|---|---|
| DOI: | https://doi.org/10.1002/ejoc.202101216 |
| ISSN: | 1434-193X |
| ISSN: | 1099-0690 |
| Title of parent work (English): | European journal of organic chemistry |
| Publisher: | Wiley-VCH |
| Place of publishing: | Weinheim |
| Publication type: | Article |
| Language: | English |
| Date of first publication: | 2021/10/07 |
| Publication year: | 2021 |
| Release date: | 2022/11/07 |
| Tag: | Arenes; C-H activation; Heterocycles; Ruthenium; Sulfonamides |
| Volume: | 2021 |
| Issue: | 40 |
| Number of pages: | 10 |
| First page: | 5497 |
| Last Page: | 5506 |
| Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
| DDC classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
| Peer review: | Referiert |
| Publishing method: | Open Access / Hybrid Open-Access |
| License (German): |  CC-BY-NC - Namensnennung, nicht kommerziell 4.0 International |
