- Aza-heterocyclic frameworks through intramolecular π-system trapping of spiro-N-acyliminiums generated from isoindolinone
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Spiro-acetoxylactams as key substrates were obtained straightforwardly by the tandem regioselective reduction/O-acylation of spiro-isoindolinone-imides. The latter were produced in large scale in three steps from homophthalic acid. These imides were useful to provide in one step isoindolinones bearing hydroxymethyl-amide functions, tethered at quaternary carbon centre with promising biological issues. Submitted to Br?nsted (TFA neat) and Lewis acid (trimethylsilyltrifluoro-methanesulfonic (TMSOTf) 10 mol%), the spiro-acetoxylactams undergo π-cyclization of spiro-N-acyliminiums to provide diastereoselectively with π-aromatic original pyrrolopyrido- and pyrroloazepino-isoindoles fused or not to aromatic systems. With π-olefins, pyrrolopyridines and pyrrolo-azepines fused to isoindoline or containing amino-acids were isolated. A reaction mechanism producing all these systems is also discussed.
- Chortani, Sarra,Othman, Mohamed,Lawson, Ata Martin,Romdhane, Anis,Ben Jannet, Hichem,Knorr, Michael,Brieger, Lukas,Strohmann, Carsten,Da?ch, Adam
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p. 2393 - 2403
(2021/02/16)
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- A systematic study on the use of different organocatalytic activation modes for asymmetric conjugated addition reactions of isoindolinones
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In this article we describe a series of new asymmetric Michael reactions of carboxylate-3-substituted isoindolinones used as nucleophiles in the synthesis of valuable chiral tetrasubstituted derivatives. It has been shown that the reactivity and enantiose
- Scorzelli, Francesco,Di Mola, Antonia,De Piano, Francesco,Tedesco, Consiglia,Palombi, Laura,Filosa, Rosanna,Waser, Mario,Massa, Antonio
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supporting information
p. 819 - 828
(2017/01/28)
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- 2-PHENYL BENZOYLAMIDES
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Compounds of Formula I that inhibit microsomal triglyceride transfer protein (MTP) and/or apolipoprotein B (Apo B) secretion and their uses in the treatment of diseases linked thereto in animals are described herein.
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Page/Page column 50
(2011/12/04)
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- Halolactonization of γ-acetylenic acids: systhesis of novel spiroisoindole halobutyrolactones
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γ-Acetylenic carboxylic acids are cyclized to spirohalo butyrolactones, in the presence of NBS or NIS and K2CO3. The corresponding 5(E)-haloalkylidene-spirobutyrolactones were isolated in high yields, and this process constitutes an easy and efficient route to analogous structures of natural products of biological interest.
- Rammah, Mohamed M.,Othman, Mohamed,Msaddek, Moncef,Rammah, Mohamed B.
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scheme or table
p. 1971 - 1981
(2009/04/06)
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- NEW COMPOUNDS I/418
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There is provided compounds of formula I, wherein R1 to R7 have meanings given in the description, which are useful in the prophylaxis and in the treatment of arrhythmias, in particular atrial and ventricular arrhythmias.
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Page/Page column 34
(2008/06/13)
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- Silver-catalyzed spirolactonization: first synthesis of spiroisoindole-γ-methylene-γ-butyrolactones
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γ-Acetylenic carboxylic acids are cyclized to spirolactones under mild conditions, in the presence of Ag2CO3 catalyst. The corresponding spiro-5-alkylidene-γ-butyrolactones were isolated in high yields, and this process constitutes an easy and efficient route to analogous structures of natural products of biological interest.
- Rammah, Mohamed M.,Othman, Mohamed,Ciamala, Kabula,Strohmann, Carsten,Rammah, Mohamed B.
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p. 3505 - 3516
(2008/09/21)
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- PYRROLE AND ISOINDOLE CARBOXAMIDE DERIVATIVES AS P2X7 MODULATORS
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The present invention relates to a compound of formula (I) or a pharmaceutically acceptable salt thereof: wherein: R2 represents hydrogen, halogen, C1-6 alkyl, C6-10 arylmethyl-, C2-6 alkenyl, C2-6 alkynyl or C3-6 cycloalkylmethyl-; and any of said C1-6 alkyl, C6-10 arylmethyl-, C2-6 alkenyl, C2-6 alkynyl or C3-6 cycloalkylmethyl- is optionally substituted with 1, 2 or 3 halogen atoms; and R3 represents hydrogen, fluorine or methyl; or R2 and R3 together with the carbon atoms to which they are attached form a benzene ring optionally substituted with 1, 2 or 3 substituents, which may be the same or different, selected from the group consisting of C1-6 alkyl, C2-6 alkenyl and C2-6 alkynyl. The compounds or salts modulate P2X7 receptor function and are capable of antagonizing the effects of ATP at the P2X7 receptor. The invention also provides the use of such compounds or salts, or pharmaceutical compositions thereof, in the treatment of disorders mediated by the P2X7 receptor, for example pain, inflammation or neurodegeneration.
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Page/Page column 23
(2008/12/04)
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- Substituted Dihydroisoindolones As Allosteric Modulators of Glucokinase
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The present invention relates to compounds of Formula (I), methods for preparing these compounds, compositions, intermediates and derivatives thereof and for treating glucokinase mediated disorders. More particularly, the compounds of the present invention are glucokinase modulators useful for treating disorders including, but not limited to, type II diabetes.
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Page/Page column 38
(2010/11/27)
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- Synthesis of phthalimidine-3-carboxylate and benzopyrroloindolizine from N-(pyrrol-2-yl) phthalimidine-3-carboxylate
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During the synthesis of the new benzo[a]pyrrolo(2,3-f)indolizine system an improved method for the synthesis of phthalimidine-3-carboxylate is reported.
- Othman, Mohamed,Decroix, Bernard
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p. 2803 - 2809
(2007/10/03)
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- The synthesis of benzofuroquinolines. IX. A benzofuroisoquinolinone and a benzofuroisocoumarin
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Some procedures for a benzofuroisoquinolinone 1 were studied. Its O-analogous benzofuroisocoumarin 2 was synthesized from methyl salicylate with diethyl α-bromohomophthalate (9). And, the benzofuroisoquinolinone 1 was obtained by treating 2 with ammonia gas in a sealed tube.
- Yamaguchi,Uchiuzoh,Sanada
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p. 419 - 423
(2007/10/02)
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