A deacetylation-diazotation-coupling sequence - palladium-catalyzed CC bond formation with acetanilides as formal leaving groups
- Acetanilides can be deacetylated and diazotized in situ, and subsequently used in Pd-catalyzed coupling reactions without isolation of the diazonium intermediate. Heck reactions, Suzuki cross-coupling reactions, and a Pd-catalyzed [2+2+1]cycloaddition have been investigated as terminating CC bond-forming steps of this one-flask sequence. The sequence does not require the exchange of solvents or removal of by-products between the individual steps, but proceeds by addition of reagents and catalysts in due course.
| Author details: | Bernd SchmidtORCiDGND, René BergerGND |
|---|---|
| DOI: | https://doi.org/10.1002/adsc.201200929 |
| ISSN: | 1615-4150 |
| Title of parent work (English): | Advanced synthesis & catalysis |
| Publisher: | Wiley-VCH |
| Place of publishing: | Weinheim |
| Publication type: | Article |
| Language: | English |
| Year of first publication: | 2013 |
| Publication year: | 2013 |
| Release date: | 2017/03/26 |
| Tag: | Heck reaction; Suzuki coupling; diazo compounds; homogeneous catalysis; palladium |
| Volume: | 355 |
| Issue: | 2-3 |
| Number of pages: | 14 |
| First page: | 463 |
| Last Page: | 476 |
| Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
| Peer review: | Referiert |
