A Facile Synthesis of 1,4-Diketones from Organolithium Reagents and N,N,N′,N′-Tetramethylsuccinamide
- 1 March 1989
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 19 (5) , 787-792
- https://doi.org/10.1080/00397918908050994
Abstract
The reaction of organolithium reagents (alkyl, aryl, heteroaryl) with N,N,N′,N′-tetramethylsuccinamide at 0 °C gives good yields of the corresponding 1,4-diketones.Keywords
This publication has 18 references indexed in Scilit:
- Synthesis of 1,4-diketones by the coupling reaction of trimethylsilyl enol ethers with lead tetraacetateTetrahedron Letters, 1987
- Synthesis of 1,4-dicarbonyl compounds by the ceric ammonium nitrate promoted reaction of ketones with vinyl and isopropenyl acetateTetrahedron Letters, 1987
- Carbon–carbon bond formation using hypervalent iodine under Lewis acid conditions: scope of the method for the synthesis of butane-1,4-dionesJournal of the Chemical Society, Perkin Transactions 1, 1987
- New and efficient dehalogenative coupling and reduction of α-haloketones with active nickel complex. Facile syntheses of 1,4-diketones and bicyclo[4.2.O]oct-3-ene-2,5-dionesTetrahedron Letters, 1985
- The Michael reaction of silyl enol ethers or ketene silyl acetals with conjugated nitro olefins activated by Lewis acids: new synthesis of 1,4-diketones and .gamma.-oxo estersJournal of the American Chemical Society, 1984
- Rapid chromatographic technique for preparative separations with moderate resolutionThe Journal of Organic Chemistry, 1978
- Synthesis of 1,4-diketones by oxidative coupling of kitone enolates and trimethylsilyl enol ethers with cupric trifluoromethanesulfonateTetrahedron Letters, 1977
- Synthesis of 1,4-diketones by oxidative coupling of ketone enolates with copper(II) chlorideJournal of the American Chemical Society, 1977
- The synthesis of 1,4-diketonesAustralian Journal of Chemistry, 1976
- Synthesis of 1,4 and 1,5 diketones from N,N,N1,N1-tetramethyl diamides and organolithium reagentsThe Journal of Organic Chemistry, 1973