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Iron-catalysed 1,2-acyl migration of tertiary α-azido ketones and 2-azido-1,3-dicarbonyl compounds.
- Source :
- Green Chemistry; 11/21/2019, Vol. 21 Issue 21, p6097-6102, 6p
- Publication Year :
- 2019
-
Abstract
- Iron-catalysed 1,2-acyl migration of tertiary α-azido ketones and 2-azido-1,3-dicarbonyl compounds provides a simple and atom-economical approach toward enamides and isoquinolones. This paper reports two catalyst systems for these transformations which employ iron(II) complexes [Fe(dpbz)]Br<subscript>2</subscript> (dpbz = 1,2-bis(diphenylphosphino)benzene) and FeBr<subscript>2</subscript>/Et<subscript>3</subscript>N, respectively. [Fe(dpbz)]Br<subscript>2</subscript> was found to be highly effective at converting 2-azido-2,3-dihydro-1H-inden-1-ones to isoquinolones. The reagent combination of FeBr<subscript>2</subscript>/Et<subscript>3</subscript>N, on the other hand, exhibited a broader catalytic scope, owing to the beneficial effect of Et<subscript>3</subscript>N. This latter catalyst system enables 2-azido-2-methyl-1,3-dicarbonyl compounds to be converted to the corresponding enamides under mild conditions in good yields. [ABSTRACT FROM AUTHOR]
- Subjects :
- KETONES
BENZENE
IRON compounds
CATALYSTS
Subjects
Details
- Language :
- English
- ISSN :
- 14639262
- Volume :
- 21
- Issue :
- 21
- Database :
- Complementary Index
- Journal :
- Green Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 139598662
- Full Text :
- https://doi.org/10.1039/c9gc02085c