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Pd-Catalyzed Direct C–H Alkenylation and Allylation of Azine N-Oxides
- Source :
- Organic Letters; 20240101, Issue: Preprints
- Publication Year :
- 2024
-
Abstract
- A Pd-catalyzed direct C2-alkenylation of azine N-oxides with allyl acetate is disclosed. The products are formed through an allylation/isomerization cascade process. The use of a tri-tert-butylphosphonium salt as the ligand precursor and KF is mandatory for optimal yields. When cinnamyl acetate is used, the same catalytic system promotes C2-cinnamylation of the azine N-oxide without subsequent isomerization. A mechanism is proposed on the basis of experimental studies and DFT calculations.
Details
- Language :
- English
- ISSN :
- 15237060 and 15237052
- Issue :
- Preprints
- Database :
- Supplemental Index
- Journal :
- Organic Letters
- Publication Type :
- Periodical
- Accession number :
- ejs45316375
- Full Text :
- https://doi.org/10.1021/acs.orglett.8b00689