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Copper-Mediated Direct Functionalization of Unsaturated C–C Bonds with Ethyl Bromo(difluoro)acetate: A Straightforward Access to Highly Valuable Difluoromethylated Alkenes
- Source :
- SYNTHESIS, SYNTHESIS, Georg Thieme Verlag, 2014, 46 (14), pp.1859-1870. ⟨10.1055/s-0033-1338637⟩
- Publication Year :
- 2014
- Publisher :
- HAL CCSD, 2014.
-
Abstract
- A copper-mediated fluorofunctionalization of alkenes and alkynes has been developed. This method provides ready access to trisubstituted difluoromethylated olefins (from dihydropyrans, glycal derivatives, or terminal alkynes) or to tetrasubstituted olefins (from disubstituted alkynes). The products were obtained in good to high yields with acceptable E/Z selectivities. Finally, a first direct route to difluoromethylated alkynes is reported, albeit with low yields.
- Subjects :
- chemistry.chemical_classification
Glycal
010405 organic chemistry
[CHIM.ORGA]Chemical Sciences/Organic chemistry
Organic Chemistry
Copper mediated
chemistry.chemical_element
[CHIM.CATA]Chemical Sciences/Catalysis
[CHIM.THER]Chemical Sciences/Medicinal Chemistry
010402 general chemistry
01 natural sciences
Copper
Combinatorial chemistry
Catalysis
0104 chemical sciences
[CHIM.THEO]Chemical Sciences/Theoretical and/or physical chemistry
Direct route
chemistry
[CHIM.ANAL]Chemical Sciences/Analytical chemistry
Fluorine
Surface modification
ComputingMilieux_MISCELLANEOUS
[CHIM.CHEM]Chemical Sciences/Cheminformatics
Subjects
Details
- Language :
- English
- ISSN :
- 00397881 and 1437210X
- Database :
- OpenAIRE
- Journal :
- SYNTHESIS, SYNTHESIS, Georg Thieme Verlag, 2014, 46 (14), pp.1859-1870. ⟨10.1055/s-0033-1338637⟩
- Accession number :
- edsair.doi.dedup.....09b0fc7c5817fca98864033bc39abcb6