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Acid Fluorides as Acyl Electrophiles in Suzuki-Miyaura Coupling
- Source :
- European Journal of Organic Chemistry. 2017:4324-4327
- Publication Year :
- 2017
- Publisher :
- Wiley, 2017.
-
Abstract
- The first palladium-catalyzed construction of ketones via Suzuki-Miyaura reaction using acid fluorides is described. In contrast to typical acyl electrophiles such as acid chlorides, acid fluorides are uncommon acyl electrophiles to use in boron-based coupling probably due to a high level of stability toward nucleophiles. This first attempt to use acid fluorides as a coupling partner with boronic acid allowed highly functional group tolerance and a wide substrate scope, and afforded various ketones in effective yields.
- Subjects :
- inorganic chemicals
010405 organic chemistry
Organic Chemistry
Nucleophilic acyl substitution
Substrate (chemistry)
chemistry.chemical_element
010402 general chemistry
01 natural sciences
Combinatorial chemistry
0104 chemical sciences
Acylation
chemistry.chemical_compound
chemistry
Nucleophile
Electrophile
Functional group
Organic chemistry
Physical and Theoretical Chemistry
Boronic acid
Palladium
Subjects
Details
- ISSN :
- 1434193X
- Volume :
- 2017
- Database :
- OpenAIRE
- Journal :
- European Journal of Organic Chemistry
- Accession number :
- edsair.doi...........fc6ccc3e9eacad827aa70b1824fdcb23
- Full Text :
- https://doi.org/10.1002/ejoc.201700917