Sonochemistry as a General Procedure for the Synthesis of Coumarins­, Including Multigram Synthesis

This study describes a general procedure for the synthesis of different coumarins via sonochemistry using active methylene compounds and 2-hydroxybenzaldehydes or resorcinol. The application of sonochemistry for the synthesis of these compounds was also very effective on a multigram scale with a higher yield, higher amount of crystalline compound, and shorter reaction time compared with the compounds obtained using the classical procedures.

[1]  A. Brito,et al.  Biological importance of structurally diversified chromenes. , 2016, European journal of medicinal chemistry.

[2]  A. Shafiee,et al.  Synthesis and anticholinesterase activity of coumarin-3-carboxamides bearing tryptamine moiety. , 2016, European journal of medicinal chemistry.

[3]  A. Sutherland,et al.  Recent advances in the synthesis and application of fluorescent α-amino acids. , 2016, Organic & biomolecular chemistry.

[4]  Priyanka,et al.  Recent Advances in Transition-Metal-Catalyzed Synthesis of Coumarins , 2016, Synthesis.

[5]  Silvio Cunha,et al.  SÍNTESE DE ÁCIDOS CUMARINO-3-CARBOXÍLICOS E SUA APLICAÇÃO NA SÍNTESE TOTAL DA AIAPINA, CUMARINA E UMBELIFERONA , 2015 .

[6]  H. Naeimi,et al.  Ultrasonic assisted synthesis of gem-dichloroaziridine derivatives using Mg/CCl4 under neutral conditions. , 2015, Ultrasonics sonochemistry.

[7]  S. El-Gogary,et al.  Synthesis and Photooxygenation of Linear and Angular Furocoumarin Derivatives as a Hydroxyl Radical Source: Psoralen, Pseudopsoralen, Isopseudopsoralen, and Allopsoralen , 2015 .

[8]  R. Kumar,et al.  Ultrasound-assisted sequential multicomponent strategy for the combinatorial synthesis of novel coumarin hybrids. , 2014, ACS combinatorial science.

[9]  N. Avlonitis,et al.  FeCl3-catalysed ultrasonic-assisted, solvent-free synthesis of 4-substituted coumarins. A useful complement to the Pechmann reaction. , 2014, Ultrasonics sonochemistry.

[10]  J. Pietruszka,et al.  Synthesis of 3-Arylated 3,4-Dihydrocoumarins: Combining Continuous Flow Hydrogenation with Laccase-Catalysed Oxidation , 2014 .

[11]  S. Sadjadi,et al.  Ultrasonic assisted synthesis of imidazo[1,2-a]azine catalyzed by ZnO nanorods. , 2013, Ultrasonics sonochemistry.

[12]  J. Foidart,et al.  6-Substituted 2-oxo-2H-1-benzopyran-3-carboxylic acid derivatives in a new approach of the treatment of cancer cell invasion and metastasis. , 2008, European journal of medicinal chemistry.

[13]  A. Zonouzi,et al.  SIMPLE AND RAPID PROCEDURE FOR THE SYNTHESIS OF SOME NEW 2H-CHROMENES , 2008 .

[14]  W. Jadhav,et al.  L‐Proline Catalyzed Solvent‐Free Knoevenagel Condensation for the Synthesis of 3‐Substituted Coumarins , 2007 .

[15]  P. Quinn,et al.  Design, synthesis, physicochemical properties, and evaluation of novel iron chelators with fluorescent sensors. , 2004, Journal of medicinal chemistry.

[16]  B. Love,et al.  Coumarins in polymers: from light harvesting to photo-cross-linkable tissue scaffolds. , 2004, Chemical reviews.

[17]  R. Bronaugh,et al.  Percutaneous Absorption and Metabolism of Coumarin in Human and Rat Skin , 1997, Journal of applied toxicology : JAT.

[18]  T. Mason.  Ultrasound in synthetic organic chemistry , 1997 .

[19]  Kenneth S. Suslick,et al.  The Chemical Effects of Ultrasound , 1989 .

[20]  Stewart A. Brown,et al.  The natural coumarins : occurrence, chemistry, and biochemistry , 1982 .

[21]  M. Zahradník.  The production and application of fluorescent brightening agents , 1982 .

[22]  H. V. Pechmann.  Neue Bildungsweise der Cumarine. Synthese des Daphnetins. I , 1884 .

[23]  W. Perkin.  XXIII.—On the hydride of aceto-salicyl , 1868 .