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Pure Appl. Chem., 2005, Vol. 77, No. 1, pp. 155-161

http://dx.doi.org/10.1351/pac200577010155

Creating chemical diversity space by scaffold decoration of dihydropyrimidines

Doris Dallinger and C. Oliver Kappe*

Institute of Chemistry, Karl-Franzens-University Graz, Austria

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  • Cano Pedro A., Islas-Jácome Alejandro, González-Marrero Joaquín, Yépez-Mulia Lilian, Calzada Fernando, Gámez-Montaño Rocío: Synthesis of 3-tetrazolylmethyl-4H-chromen-4-ones via Ugi-azide and biological evaluation against Entamoeba histolytica, Giardia lamblia and Trichomona vaginalis. Bioorganic & Medicinal Chemistry 2014, 22, 1370. <http://dx.doi.org/10.1016/j.bmc.2013.12.069>
  • Zhang Lianqiang, Zhang Zhiguo, Liu Qingfeng, Liu Tongxin, Zhang Guisheng: Iron-Catalyzed Vinylogous Aldol Condensation of Biginelli Products and Its Application toward Pyrido[4,3-d]pyrimidinones. J. Org. Chem. 2014, 79, 2281. <http://dx.doi.org/10.1021/jo402773r>
  • Bhong Bhagyashree Y., Shelke Amol V., Karade Nandkishor N.: Nano copper oxide mediated ligand-free C–S cross-coupling and concomitant oxidative aromatization of 4-aryl-3,4-dihydropyrimidin-2(1H)-thione with diaryliodonium salts. Tetrahedron Letters 2013, 54, 739. <http://dx.doi.org/10.1016/j.tetlet.2012.10.131>
  • Shelke Amol V., Bhong Bhagyashree Y., Karade Nandkishor N.: New synthesis of 3,5-disubstituted-5H-thiazolo[3,2-a]pyrimidine via ring annulation of 3,4-dihydropyrimidin-2(1H)-thione using alkynyl(aryl)iodonium salts. Tetrahedron Letters 2013, 54, 600. <http://dx.doi.org/10.1016/j.tetlet.2012.11.098>
  • Eftekhari-Sis Bagher, Zirak Maryam, Akbari Ali: Arylglyoxals in Synthesis of Heterocyclic Compounds. Chem. Rev. 2013, 113, 2958. <http://dx.doi.org/10.1021/cr300176g>
  • Baharfar Robabeh, Mohajer Saadieh: Multicomponent Transformation of Isoindoline-1,3-diimine (=1H-Isoindole-1,3(2H)-diimine), Acetylenic Esters, and Triphenylphosphine to Novel Dihydropyrimido[2,1-a]isoindole Derivatives. J Helv Chim Acta 2012, 95, 185. <http://dx.doi.org/10.1002/hlca.201100257>
  • Lengyel László, Gyóllai Viktor, Nagy Tamás, Dormán György, Terleczky Péter, Háda Viktor, Nógrádi Katalin, Sebők Ferenc, Ürge László, Darvas Ferenc: Stepwise aromatic nucleophilic substitution in continuous flow. Synthesis of an unsymmetrically substituted 3,5-diamino-benzonitrile library. Mol Divers 2011, 15, 631. <http://dx.doi.org/10.1007/s11030-010-9300-3>
  • Ramalingan Chennan, Park Su-Jung, Lee In-Sook, Kwak Young-Woo: A piperidinium triflate catalyzed Biginelli reaction. Tetrahedron 2010, 66, 2987. <http://dx.doi.org/10.1016/j.tet.2010.02.067>
  • Singh Kamaljit, Arora Divya, Balzarini Jan: Regioselective addition reactions at C-2 of 3,4-dihydropyrimidinones. Synthesis and evaluation of multifunctionalized tetrahydropyrimidines. Tetrahedron 2010, 66, 8175. <http://dx.doi.org/10.1016/j.tet.2010.08.034>
  • De Souza Rodrigo O. M. A., da Penha Eduardo T. , Milagre Humberto M. S., Garden Simon J., Esteves Pierre M., Eberlin Marcos N., Antunes Octavio A. C.: The Three-Component Biginelli Reaction: A Combined Experimental and Theoretical Mechanistic Investigation. Chem Eur J 2009, 15, 9799. <http://dx.doi.org/10.1002/chem.200900470>
  • Singh Kamaljit, Arora Divya, Falkowski Danielle, Liu Qingxin, Moreland Robert S.: An Efficacious Protocol for 4-Substituted 3,4-Dihydropyrimidinones: Synthesis and Calcium Channel Binding Studies. Eur J Org Chem 2009, 2009, 3258. <http://dx.doi.org/10.1002/ejoc.200900208>
  • Singh Sukhdeep, Schober Andreas, Gebinoga Michael, Alexander Groß G.: Facile conversion of Biginelli 3,4-dihydropyrimidin-2(1H)-thiones to 2-(2-hydroxy-2-arylvinyl) dihydropyrimidines via Eschenmoser coupling. Tetrahetron Lett 2009, 50, 1838. <http://dx.doi.org/10.1016/j.tetlet.2009.02.027>
  • McConnell Oliver, Bach Alvin, Balibar Carl, Byrne Neal, Cai Yanxuan, Carter Guy, Chlenov Michael, Di Li, Fan Kristi, Goljer Igor: Enantiomeric separation and determination of absolute stereochemistry of asymmetric molecules in drug discovery—Building chiral technology toolboxes. Chirality 2007, 19, 658. <http://dx.doi.org/10.1002/chir.20399>
  • Singh Kamaljit, Singh Sukhdeep: A mild and practical method for the regioselective synthesis of N-acylated 3,4-dihydropyrimidin-2-ones. New acyl transfer reagents. Tetrahetron Lett 2006, 47, 8143. <http://dx.doi.org/10.1016/j.tetlet.2006.09.039>
  • Dallinger Doris, Kappe C. Oliver: Creating Chemical Diversity Space by Scaffold Decoration of Dihydropyrimidines. ChemInform 2005, 36. <http://dx.doi.org/10.1002/chin.200535276>