Betti reaction enables efficient synthesis of 8-hydroxyquinoline inhibitors of 2-oxoglutarate oxygenases
There is interest in developing potent, selective, and cell-permeable inhibitors of human ferrous iron and 2-oxoglutarate (2OG) oxygenases for use in functional and target validation studies. The 3-component Betti reaction enables efficient one-step C-7 functionalisation of modified 8-hydroxyquinolines (8HQs) to produce cell-active inhibitors of KDM4 histone demethylases and other 2OG oxygenases; the work exemplifies how a template-based metallo-enzyme inhibitor approach can be used to give biologically active compounds.
A facile preparation of trisubstituted amino-furan and -thiophene derivatives
β-Alkylation of amino-furan and -thiophene heterocycles is described through metal-, acid- and base-free carbon-carbon bond formation. The ability of both heterocycles to undergo selective β-alkylation is compared by mean of experimental and theoretical data. The presence of chiral amine substituents induced the diastereoselective generation of the newly formed additional stereocenter.
The present invention is directed to a breast cancer resistance protein (BCRP/ABCG2) inhibitor. The BCRP inhibitor contains, as an active ingredient, an acrylonitrile derivative represented by formula (1): wherein one of R1 and R2 re
-
Page/Page column 13
(2008/06/13)
Convenient amination of weakly activated thiophenes, furans and selenophenes in aqueous media
We describe herein a new amination procedure of weakly activated heterocyclic bromo derivatives in aqueous media. The base catalysed mechanism of this reaction is also confirmed. Moreover, the application of this strategy to the preparation of amino furans and selenophenes is outlined.
Prim, Damien,Kirsch, Gilbert
p. 6511 - 6526
(2007/10/03)
Efficient synthesis of N,N-disubstituted 5-aminothiophene-2-carboxaldehydes by nucleophilic aromatic substitution in water
We have developed the first synthesis of N,N-disubstituted 5-aminothiophene-2-carboxaldehydes by Nucleophilic Aromatic Substitution of 5-bromothiophene-2-carboxaldehyde in water. This study shows selectivity between primary and secondary amines leading to