Combinatorial synthesis of chemical building blocks 1. Azomethines
作者： Sergey V. Ryabukhin , Dmitriy M. Panov , Andrey S. Plaskon , Alexander Chuprina , Sergey E. Pipko
DOI: 10.1007/S11030-012-9407-9
关键词:
摘要: 128 Azomethines were synthesized through condensation of carbonyl compounds with various amines in pyridine the presence Me3SiCl as promoter and water scavenger 58–98 % yield. Et3N was added to reaction mixtures before precipitating product H2O prevent acid catalyzed hydrolysis C=N bond. The scope limitation method are discussed. High yields simple setup/workup procedure make this suitable for combinatorial synthesis azomethines, which starting materials high throughput libraries. azomethines used a one-pot amides.
springer.com
sci-hub.se 参考文章(87)
Dmitriy Volochnyuk, Sergey Ryabukhin, Andrey Plaskon, Oleksandr Grygorenko, Organosilicon Compounds asWater Scavengers in Reactions of Carbonyl Compounds Synthesis. ,vol. 2009, pp. 3719- 3743 ,(2009) , 10.1055/S-0029-1217066
Bunpei Hatano, Akiya Ogawa, Toshikazu Hirao, Cp2VCl2-Catalyzed Meso-Selective Pinacol Coupling Reaction of Aldimines in the Presence of Chlorosilane and Zinc Metal Journal of Organic Chemistry. ,vol. 63, pp. 9421- 9424 ,(1998) , 10.1021/JO981396O
Ellen W. Baxter, Allen B. Reitz, Reductive Aminations of Carbonyl Compounds with Borohydride and Borane Reducing Agents Organic Reactions. ,(2004) , 10.1002/0471264180.OR059.01
David W. Emerson, Richard L. Titus, Marlon D. Jones, Ring opening reactions of 6-oxo-substituted spiro-pyrrolidinediones: Synthesis of 4-substituted-1,5-dihydro-3-hydroxy-2-oxo-1,5-diphenyl-2H-pyrroles Journal of Heterocyclic Chemistry. ,vol. 35, pp. 611- 617 ,(1998) , 10.1002/JHET.5570350320
R. J. Clemens, J. A. Hyatt, P. L. Feldman, Thermal decomposition of 2,2,6-trimethyl-4H-1,3-dioxin-4-one and 1-ethoxybutyn-3-one: acetylketene Journal of Organic Chemistry. ,vol. 49, pp. 5105- 5108 ,(1984)
Saul Patai, The chemistry of the carbon-nitrogen double bond Interscience Publishers. ,(1970)
K. C. Nicolaou, Casey J. N. Mathison, Tamsyn Montagnon, New Reactions of IBX: Oxidation of Nitrogen- and Sulfur-Containing Substrates To Afford Useful Synthetic Intermediates Angewandte Chemie International Edition. ,vol. 42, pp. 4077- 4082 ,(2003) , 10.1002/ANIE.200352076
E. F. Magomedova, V. V. Pinyaskin, A. Sh. Aminova, SYNTHESIS AND ANTIOXIDANT ACTIVITY OF AZOMETHINES Pharmaceutical Chemistry Journal. ,vol. 41, pp. 474- 475 ,(2007) , 10.1007/S11094-007-0104-4
Eoghan M. McGarrigle, Declan G. Gilheany, Chromium− and Manganese−salen Promoted Epoxidation of Alkenes Chemical Reviews. ,vol. 105, pp. 1563- 1602 ,(2005) , 10.1021/CR0306945
Y.S. Sadanandam, K. Ram Mohan Reddy, A. Bhaskar Rao, Synthesis of substituted 2,3-dihydro-1-(β-phenylethyl)-2-aryl and 2,3-diaryl-4(1H)-quinazolinones and their pharmacological activities European Journal of Medicinal Chemistry. ,vol. 22, pp. 169- 173 ,(1987) , 10.1016/0223-5234(87)90015-8