Abstract
Abstract We report a room temperature and ligand-free copper-catalyzed coupling of α-amino acid with N-Boc-2-iodoanilines. The initially obtained N-arylated α-amino acids could be subsequently transformed into enantiomerically pure 3-aryl or 3-alkyl-substituted dihydroquinoxalinones via acid-mediated Boc-deprotection/condensation. It is of note that no racemization was observed during the two-step dihydroquinoxalinone synthesis, even when employing racemization-prone arylglycine amino acid starting materials.
Original language | English (US) |
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Article number | 45614 |
Pages (from-to) | 3179-3182 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 56 |
Issue number | 23 |
DOIs | |
State | Published - Nov 22 2015 |
Keywords
- Amino acids
- Arylation
- Catalysis
- Cross-coupling
- Heterocycles
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry