- Base-mediated reaction of quaternary ammonium salts with nitroarenes - Their useful functionalization via vicarious nucleophilic substitution (VNS)
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Ammonium ylides generated from ammonium salt 1a-e with a base react with derivatives of 3-nitropyridine 2a-c and 2-nitrothiophene (3) to form products of vicarious nucleophilic substitution (VNS) 7, 8, or 9 respectively. The products of VNS 10, 11, or 12 are also produced from the corresponding ammonium salts, a base and 4-chloro-nitrobenzene (4), nitrobenzene (5), or 1-nitronaphthalene (6), respectively. In a few products, an exchange of alkoxy group 7c or substitution of chlorine by alkoxyl 8a,b occured.
- Jonczyk, Andrzej,Kowalkowska, Anna
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- 3-SUBSTITUTED-1H-INDOLE, 3-SUBSTITUTED-1H-PYRROLO[2,3-B]PYRIDINE AND 3-SUBSTITUTED-1H-PYRROLO[3,2-B]PYRIDINE COMPOUNDS, THEIR USE AS MTOR KINASE AND PI3 KINASE INHIBITORS, AND THEIR SYNTHESES
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The invention relates to 3-substituted-1H-indole, 3-substituted-1H-pyrrolo[2,3-b]pyridine, and 3-substituted-1H-pyrrolo[3,2-b]pyridine compounds of the Formula (I): or a pharmaceutically acceptable salt thereof, wherein the constituent variables are as defined herein, compositions comprising the compounds, and methods for making and using the compounds.
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Page/Page column 119
(2010/04/06)
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- 3-SUBSTITUTED-1H-PYRROLO[2,3-B]PYRIDINE AND 3-SUBSTITUTED-1H-PYRROLO[3,2-B]PYRIDINE COMPOUNDS, THEIR USE AS MTOR KINASE AND PI3 KINASE INHIBITORS, AND THEIR SYNTHESES
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The invention relates to 3-substituted-1H-pyrrolo[2,3-b]pyridine, and 3-substituted-1H-pyrrolo[3,2-b]pyridine compounds of the Formula 1: or a pharmaceutically acceptable salt thereof, wherein the constituent variables are as defined herein, compositions comprising the compounds, and methods for making and using the compounds.
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Page/Page column 36
(2009/12/23)
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- Synthesis of C3-substituted 4-azaindoles: An easy access to 4-azamelatonin and protected 4-azatryptophan
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(Chemical Equation Presented) C3-Substituted-4-azaindoles were synthesized from pyridylacetonitriles in a two-step sequence allowing the easy introduction of a range of substituents. This strategy permits the rapid synthesis of 4-azamelatonin and a protec
- Jeanty, Matthieu,Suzenet, Franck,Guillaumet, Gerald
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supporting information; experimental part
p. 7390 - 7393
(2009/05/07)
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- Preparation of 4-azaindole and 7-azaindole dimers with a bisalkoxyalkyl spacer in order to preferentially target melatonin MT1 receptors over melatonin MT2 receptors
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Several 4-azaindole and 7-azaindole dimer analogues of melatonin with a bisalkoxyalkyl spacer between the position 5 of each heterocycle were synthetized. Our aim was to investigate the influence of the spacers length on the selectivity of such compounds
- Larraya, Carlos,Guillard, Jerome,Renard, Pierre,Audinot, Valerie,Boutin, Jean A.,Delagrange, Philippe,Bennejean, Caroline,Viaud-Massuard, Marie-Claude
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p. 515 - 526
(2007/10/03)
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- Polycyclic azaindole compounds
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The invention relates to compounds of formula (I): wherein: G1represents an alkylene chain as defined in the description, A represents R2and R3represent hydrogen, alkyl, alkoxy or hydroxy or together form oxo, R4and R5represent hydrogen or together form aryl, R1is as defined in the description. and medicinal products containing the same which are useful in treating or preventing melatoninergic disorders.
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- Cell permeability as a parameter for lead generation in the protein Tyrosine kinase inhibition field
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Based on the inverse relationship between polar surface area and cell permeability and capitalizing on the properties of pyrrolopyrimidines 1 as protein tyrosine kinase inhibitors, pyrrolopyridones 2 were designed and synthesized as potential leads for th
- Papageorgiou, Christos,Camenisch, Gian,Borer, Xaver
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p. 1549 - 1552
(2007/10/03)
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- Synthesis of new melatoninergic ligands including azaindole moiety
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A novel series of melatonin analogues, based on the azaindole nucleus is described. These compounds are prepared in several steps directly from the commercial available 7-azaindole or from substituted amino-, iodo- or/and nitropyridines using a catalysed palladium reaction or vicarious nucleophilic substitution of hydrogen (VNS) in order to elaborate the 6-, 5- and 4- azaindole derivatives respectively.
- Mazéas, Daniel,Guillaumet, Gérald,Viaud, Marie-Claude
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p. 1065 - 1080
(2007/10/03)
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- Reactions of Organic Anions, 147.- Simple and General Synthesis of Hydroxy- and Methoxyindoles via Vicarious Nucleophilic Substitution of Hydrogen
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A simple synthesis of 4-, 5-, 6-, and 7-hydroxy- and -methoxyindoles via cyanoalkylation of O-protected nitrophenols by vicarious nucleophilic substitution of hydrogen, followed by catalytic hydrogenation of the (2-nitroaryl)acetonitriles obtained is described.
- Makosza, Mieczyslaw,Danikiewicz, Witold,Wojciechowski, Krzysztof
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p. 203 - 208
(2007/10/02)
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