RuCl2(dmso)4 Catalyzes the Solvent‐Free Indirect Friedländer Synthesis of Polysubstituted Quinolines from Alcohols
- 8 March 2007
- journal article
- research article
- Published by Wiley in European Journal of Organic Chemistry
- Vol. 2007 (10) , 1599-1605
Abstract
The first synthesis of polysubstituted quinoline derivatives from aromatic or aliphatic alcohols with RuCl2(dmso)4 as catalyst under solvent‐free conditions is described. The reaction involves the in situ oxidation of alcohols to the corresponding carbonyl compounds through a hydrogen‐transfer, followed by a Friedländer annulation process. The whole process is a mild, efficient, selective, and high‐yielding single‐step procedure. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)Keywords
This publication has 68 references indexed in Scilit:
- Selective aerobic oxidation of alcohols to aldehydes and ketones by polymer-bound ruthenium complexesReactive and Functional Polymers, 2006
- Topical Imiquimod Treatment Prevents UV-Light Induced Loss of Contact Hypersensitivity and Immune ToleranceJournal of Investigative Dermatology, 2006
- Synthesis and Biological Evaluation of Novel Eg5 InhibitorsChemBioChem, 2005
- Functionalized magnesium organometallics as versatile intermediates for the synthesis of polyfunctional heterocyclesChemical Communications, 2005
- A rhodium-catalyzed route for oxidative coupling and cyclization of 2-aminobenzyl alcohol with ketones leading to quinolinesJournal of Heterocyclic Chemistry, 2005
- Polyquinolines and polyanthrazolines: synthesis and propertiesRussian Chemical Reviews, 2005
- Synthesis and Reactivity of Ru-, Os-, Rh-, and Ir-Halide−Sulfoxide ComplexesChemical Reviews, 2004
- Synthesis of Aryl-substituted Quinoline Derivatives via Brønsted Acid-catalyzed [4+2] Aza Diels–Alder ReactionChemistry Letters, 2004
- TA-270 [4-Hydroxy-1-methyl-3-octyloxy-7-sinapinoylamino-2(1 H)-quinolinone], an Anti-Asthmatic Agent, Inhibits Leukotriene Production Induced by IgE Receptor Stimulation in RBL-2H3 CellsThe Journal of Pharmacology and Experimental Therapeutics, 2003
- Preparation of 2,4‐diarylquinolines and substituted dihydrobenz‐[c]acridines by the condensation of certain c(α),o‐dilithiooximes with 2‐aminobenzophenonesJournal of Heterocyclic Chemistry, 1981