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Enantioselective Arylation of Oxindoles Using Modified BI-DIME Ligands.
- Source :
- Synthesis; 2018, Vol. 50 Issue 22, p4435-4443, 9p
- Publication Year :
- 2018
-
Abstract
- The Pd-catalyzed 3-arylation of 2-oxindoles with aryl bromides, chlorides and triflates is found to proceed using i-Pr-BI-DIME and Me2-BI-DIME ligands. The mono-arylation of 3-unsubstituted oxindoles is accomplished using a Pd<subscript>2</subscript>(dba)<subscript>3</subscript>/i-Pr-BI-DIME catalyst system, and gives good yields of 3-aryloxindoles from aryl bromides and chlorides. The arylation of 3-substituted oxindoles is also possible using this catalyst/ligand system. The asymmetric arylation of 3-substituted oxindoles is accomplished using Me<subscript>2</subscript>-BI-DIME to furnish oxindoles bearing a quaternary C-3 stereocenter in enantiomeric ratios of up to 93:7. [ABSTRACT FROM AUTHOR]
- Subjects :
- ENANTIOSELECTIVE catalysis
ARYLATION
OXINDOLES
ARYL bromides
ENANTIOMERS
Subjects
Details
- Language :
- English
- ISSN :
- 00397881
- Volume :
- 50
- Issue :
- 22
- Database :
- Complementary Index
- Journal :
- Synthesis
- Publication Type :
- Academic Journal
- Accession number :
- 132882579
- Full Text :
- https://doi.org/10.1055/s-0036-1591590