Catalytic decarboxylative alkylation of β-keto acids with sulfonamides via the cleavage of carbon–nitrogen and carbon–carbon bonds
- 22 June 2011
- journal article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- Vol. 47 (29), 8343-8345
- https://doi.org/10.1039/c1cc12790j
Abstract
An efficient decarboxylative alkylation reaction of β-keto acids with N-benzylic or N-allylic sulfonamides has been developed, for the first time, through sequential cleavage of carbon–nitrogen and carbon–carbon bonds in the presence of 10 mol% of FeCl3.Keywords
This publication has 23 references indexed in Scilit:
- Stereoselective Direct Amine-Catalyzed Decarboxylative Aldol AdditionOrganic Letters, 2011
- Scope and Mechanism of Enantioselective Michael Additions of 1,3-Dicarbonyl Compounds to Nitroalkenes Catalyzed by Nickel(II)−Diamine ComplexesJournal of the American Chemical Society, 2007
- Synthesis, in vitro and in vivo cytotoxicity of 6,7-diaryl-2,3,8,8a-tetrahydroindolizin-5(1H)-onesBioorganic & Medicinal Chemistry Letters, 2007
- A New Protocol for a Regioselective Aldol Condensation as an Alternative Convenient Synthesis of β-Ketols and α,β-Unsaturated KetonesThe Journal of Organic Chemistry, 2002
- Stabilisation of 3,4-Dihydro-2H-pyrrole (1-Pyrroline) by Complexation with Zinc IodideSynlett, 1991
- Knoevenagel reactions with β-oxo acids. Regiospecific enol equivalents for syntheses of α,β-unsaturated ketones and of some β-ketolsJournal of the Chemical Society, Perkin Transactions 1, 1986
- A NOVEL DECARBOXYLATIVE CONDENSATION OF β-KETO ACIDS WITH 2-CYCLOHEXEN-1-ONEChemistry Letters, 1975
- Decarboxylation reactions. II. Reaction of conjugated unsaturated ketones and nitriles with carboxylic acids.CHEMICAL & PHARMACEUTICAL BULLETIN, 1974
- Catalyst Selectivity in the Reactions of Unsymmetrical Ketones; Reaction of Butanone with Benzaldehyde and p-NitrobenzaldehydeJournal of the American Chemical Society, 1959
- Die Aldolkondensation zwischen Aldehyden und β‐Ketosäuren und ihre Bedeutung für die Biogenese einiger NaturstoffeEuropean Journal of Organic Chemistry, 1935