- A facile preparation of trisubstituted amino-furan and -thiophene derivatives
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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.
- Medimagh, Raouf,Marque, Sylvain,Prim, Damien,Chatti, Saber
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scheme or table
p. 6055 - 6065
(2011/10/08)
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- From furans to anilines: Toward one-pot two-step amination/Diels-Alder sequences
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(Chemical Equation Presented) Selective metal-free amination and Diels-Alder reactions are described in the furan series, leading to polysubstituted anilines or to stable oxabicyclic adducts in high yield. Interestingly, anilines are conveniently prepared through a novel one-pot, two-step amination/Diels-Alder procedure from commercially available 5-bromo-2-furaldehyde.
- Medimagh, Raouf,Marque, Sylvain,Prim, Damien,Chatti, Saber,Zarrouk, Hedi
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p. 2191 - 2197
(2008/09/18)
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- BCRP/ABCG2 INHIBITOR
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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
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Page/Page column 17
(2008/06/13)
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- Convenient amination of weakly activated thiophenes, furans and selenophenes in aqueous media
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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
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p. 6511 - 6526
(2007/10/03)
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- Ring-Chain Isomerism of N-(2-Hydroxyalkyl)nitrones, III. Nitrones of 2-Furancarbaldehydes
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The ring-chain isomerism of N-(2-hydroxyalkyl)nitrones 3, obtained from 2-furancarbaldehyde and its 5-dialkylamino and 5-nitro derivatives, is studied by acylation of 3 with diphenylborinic acid, carboxylic acids, and isocyanates.Dependent on the kind of
- Kliegel, Wolfgang,Enders, Bernhard,Becker, Harald
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- Mechanism of the Reaction of Aldehydes of the Furan Series with Secondary Amines in Methanol
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The reaction of 5-halofurfurals with piperidine and morpholine in methanol under various reaction conditions was investigated by means of spectrophotometry.The kinetics of the stepwise addition of the amine to the aldehyde function of the halofurfural were studied in the case of a dilute solution, while the conversion of the aldehyde to a 5-N,N-dialkylaminofurfurylidene-N,N-dialkylimmonium salt, for which two autocatalysis mechanisms were observed, was investigated in the case of a concentrated solution.Reaction intermediates, viz., 5-halofurfurylidene-N,N-bis(dialkylamines), were isolated preparatively and investigated.
- Novikov, V. N.,Borodaev, S. V.,Babeshkina, L. D.
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p. 448 - 454
(2007/10/02)
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