Über ein neues lineares Benzo‐dipicolin, das 2, 6‐Dimethyl‐1, 5‐anthrazolin. (51. Mitteilung über Stickstoff‐Heterocyclen)

Ruggli, Paul; Brandt, Fritz

doi:10.1002/hlca.19440270132

Cited by 22 publications

(2 citation statements)

References 11 publications

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“…4 ( V I I ) . Dans un ballon avec agitateur et refrigdrant B reflux, on chauffe sous agitation B 210-220" (temperature du bain) le melange de 100 ml de quinoliine, 5,2 g du produit precedent (sCch6 3 j B l'air), 10,4 g de chromite de cuivre et 5,2 g c k poudre de cuivre [7]. Au bout de 4 h le ddgagcment de CO, est pratiquement tcrmind.…”

Section: Acide Dim~thyz-36-diphe'nyz-45-phtalique (Vi)unclassified

Fluorénacènes et fluorénaphènes Synthèses dans la série des indéno‐fluorènes X. Exo‐cis‐fluorénaphène

Chardonnens

1966

Helvetica Chimica Acta

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Volumen 49, Fasciculus 6 (1966) -No. 229-230 1931 sich trotzdem Komplexe mit der Koordinationszahl 5 bilden, ist deshalb sehr bemerkenswert . Die Tabelle gibt eine Ubersicht uber die Komplexe, fur welche bereits gute analytische Daten vorliegen. Auch die metallfreien Liganden wurden in die Tabelle aufgenommen. Diese Arbeiten wurden durch den SCHWEIZ. NATIONALFONDS unterstutzt (Projekt Nr. A 223/ 2843). SUMMARY A new terdentate ligand bis-(diphenylphosphinoethy1)-sulfide (PSP) and a new quadridentate ligand 1,Z-bis-(diphenylphosphinoethylt hio) -et hane (P S SP) (structures see page 1928) have been synthesized and their Nil1-and Pd'I-complexes have been studied. There is good evidence that the metal has coordination number five in some of these complexes containing halogen (C1, Br, J).

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Section: Acide Dim~thyz-36-diphe'nyz-45-phtalique (Vi)unclassified

Fluorénacènes et fluorénaphènes Synthèses dans la série des indéno‐fluorènes X. Exo‐cis‐fluorénaphène

Chardonnens

1966

Helvetica Chimica Acta

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“…More importantly, the simple quinoline derivatives are mostly synthesized by these procedures. In addition, during the past years, a little attention has been paid to the synthesis of pyrido[3,2- g ]quinolines and pyrido[2,3- g ]quinolines, and only a few reports involving harsh conditions and multistep reactions are available for the preparation of some derivatives of these heterocycles (Scheme ).…”

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Synthesis of Quinolines and Pyrido[3,2-g or 2,3-g]quinolines Catalyzed by Heterogeneous Propylphosphonium Tetrachloroindate Ionic Liquid

et al. 2018

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This report explains an efficient method for synthesis of an array of quinolines via the reaction of 2-aminoaryl ketones with terminal and internal alkynes in the presence of propylphosphonium tetrachloroindate ionic liquid supported on nanosilica (PPInCl-nSiO2) as a heterogeneous and reusable catalyst under solvent-free conditions. Inspired by this catalytic system, the first easy one-step synthesis of symmetric and unsymmetric pyrido[3,2-g or 2,3-g]quinolines was investigated through the reaction of diaroylphenylenediamines with one alkyne or two different alkynes.

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TheFriedländer Synthesis of Quinolines

1982

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Friedländer prepared quinoline in 1882 by the condensation of o ‐aminobenzaldehyde with acetaldehyde in the presence of sodium hydroxide. This type of reaction has since been extensively explored and, in its most general form, can be defined as an acid‐ or base‐catalyzed condensation followed by a cyclodehydration between an o ‐amino‐substituted aromatic aldehyde, ketone, or derivative thereof with an appropriately substituted aldehyde, ketone, or other carbonyl compound containing a reactive α‐methylene group. Some quinolines can also be prepared simply by heating a mixture of the reactants with or without a solvent. Because both reactants contain a carbonyl group, certain quinolines can be prepared from a single starting compound. Of historic interest is the formation of the dye flavaniline from acetanilide. When acetanilide is heated with zinc chloride, the acetyl group of some molecules migrates to the ortho position, and that of others migrates to the para position. The resulting mixture of o ‐acetylaniline and p ‐acetylaniline then undergoes Friedländer condensation to form flavaniline. Two related quinoline syntheses, the Pfitzinger reaction and the Niementowski reaction, can be considered as extensions of the Friedländer synthesis. The Pfitzinger reaction uses an isatic acid or isatin and the Niementowski reaction uses an anthranilic acid for condensation to form a 4‐quinolinecarboxylic acid and a 4‐hydroxyquinoline, respectively. Several other related reactions, such as the Combes quinoline synthesis, the Doebner–Miller quinoline synthesis, and the Skraup quinoline synthesis, use different types of starting compounds. It is of interest that all of the six aforementioned syntheses of quinolines were discovered within a period of 14 years in the latter part of the nineteenth century, undoubtedly reflecting many scientific interests and commercial activities at that time, including the isolation of quinolines from coal tar, the manufacture of dyes, and studies of natural products such as alkaloids.

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Über ein neues lineares Benzo‐dipicolin, das 2, 6‐Dimethyl‐1, 5‐anthrazolin. (51. Mitteilung über Stickstoff‐Heterocyclen)

Cited by 22 publications

References 11 publications

Fluorénacènes et fluorénaphènes Synthèses dans la série des indéno‐fluorènes X. Exo‐cis‐fluorénaphène

Fluorénacènes et fluorénaphènes Synthèses dans la série des indéno‐fluorènes X. Exo‐cis‐fluorénaphène

Synthesis of Quinolines and Pyrido[3,2-g or 2,3-g]quinolines Catalyzed by Heterogeneous Propylphosphonium Tetrachloroindate Ionic Liquid

TheFriedländer Synthesis of Quinolines

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