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Synthesis of trifluoroalkyl or difluoroalkyl phenanthridine derivatives via cascade reaction using an intramolecular cyano group as a radical acceptor under photoredox catalysis
- Source :
- Organic & Biomolecular Chemistry. 16:414-423
- Publication Year :
- 2018
- Publisher :
- Royal Society of Chemistry (RSC), 2018.
-
Abstract
- In the presence of Ru(phen)3Cl2 or fac-Ir(ppy)3 under visible-light irradiation, the addition of fluorinated radicals to N-arylacrylamides followed by an intramolecular cyano group insertion cascade cyclization process produced trifluoroalkyl or difluoroalkyl phenanthridine derivatives in moderate to good yields. Three easily available fluoroalkylated reagents CF3SO2Cl, BrCF2CO2Et and BrCF2PO(OEt)2 were used as the sources of fluorinated radicals.
- Subjects :
- Phenanthridine
010405 organic chemistry
Radical
Organic Chemistry
Photoredox catalysis
010402 general chemistry
01 natural sciences
Biochemistry
Medicinal chemistry
Acceptor
0104 chemical sciences
chemistry.chemical_compound
chemistry
Cascade reaction
Group (periodic table)
Reagent
Intramolecular force
Physical and Theoretical Chemistry
Subjects
Details
- ISSN :
- 14770539 and 14770520
- Volume :
- 16
- Database :
- OpenAIRE
- Journal :
- Organic & Biomolecular Chemistry
- Accession number :
- edsair.doi.dedup.....7b5965074c26532d4dbc5e85e41bf76e