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Base-Assisted Intramolecular C–N Coupling Reaction from NH 2 -Bound Cyclopalladated L -Phenylalanine to Indoline-2-carboxylic Acid
- Source :
- Organometallics, Organometallics, American Chemical Society, 2020, 39 (5), pp.767-773. ⟨10.1021/acs.organomet.0c00030⟩
- Publication Year :
- 2020
- Publisher :
- HAL CCSD, 2020.
-
Abstract
- International audience; The deprotonative intramolecular-amination reaction of phenylalanine-derived palladacycles has been investigated to highlight a facile carbonate-assisted N–H activation before the C–N bond formation. A major counterion effect led to divergent pathways whereby the SPhos-Pd complexes with iodine, triflate, or trifluoroacetate anions were key intermediates to afford access to (S)-2-indolinecarboxylic acid derivatives.
- Subjects :
- Aromatic compounds
Indoles
Carboxylic acid
chemistry.chemical_element
010402 general chemistry
01 natural sciences
Medicinal chemistry
Coupling reaction
Inorganic Chemistry
chemistry.chemical_compound
Organic reactions
Physical and Theoretical Chemistry
chemistry.chemical_classification
010405 organic chemistry
[CHIM.ORGA]Chemical Sciences/Organic chemistry
Organic Chemistry
[CHIM.CATA]Chemical Sciences/Catalysis
0104 chemical sciences
chemistry
Organic reaction
Intramolecular force
Mixtures
Indoline
Counterion
Trifluoromethanesulfonate
Palladium
Subjects
Details
- Language :
- English
- ISSN :
- 02767333 and 15206041
- Database :
- OpenAIRE
- Journal :
- Organometallics, Organometallics, American Chemical Society, 2020, 39 (5), pp.767-773. ⟨10.1021/acs.organomet.0c00030⟩
- Accession number :
- edsair.doi.dedup.....9c5cce79a0654703d690d5fd113cf15b