Design and synthesis of novel 1,4-benzodiazepine surrogates as potential CCKA and CCKB antagonists via palladium-catalyzed three-component cascade reactions
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Title: | Design and synthesis of novel 1,4-benzodiazepine surrogates as potential CCKA and CCKB antagonists via palladium-catalyzed three-component cascade reactions |
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Authors: | Dondas, H. Ali | Belveren, Samet | Poyraz, Samet | Grigg, Ronald | Kilner, Colin | Ferrándiz-Saperas, Marcos | Selva, Elisabet | Sansano, Jose M. |
Research Group/s: | Síntesis Asimétrica (SINTAS) |
Center, Department or Service: | Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica |
Keywords: | Benzodiazepines | Cholecystokinin (CCK) receptor | Palladium | Allenylation | Carbonylation |
Knowledge Area: | Química Orgánica |
Issue Date: | 4-Jan-2018 |
Publisher: | Elsevier |
Citation: | Tetrahedron. 2018, 74(1): 6-11. doi:10.1016/j.tet.2017.11.017 |
Abstract: | Structurally diverse novel 1,4-benzodiazepine analogues related to selective CCKA antagonist MK-329, and CCKB antagonists L-365,260 and YM022 are prepared via palladium-catalyzed three component domino reactions involving allenylation-carbonylation-anion capture in one-pot cascade protocol in good to excellent yields. |
Sponsor: | The authors thank Mersin University (Turkey), The University of Leeds (UK), and the University of Alicante for support. We also thank the Scientific and Technological Research Council of Turkey (TÜB_ITAK), the Spanish Ministerio de Economía y Competitividad (MINECO) (projects CTQ2013-43446-P and CTQ2014-51912-REDC), the Spanish Ministerio de Economía, Industria y Competitividad, Agencia Estatal de Investigación (AEI) and Fondo Europeo de Desarrollo Regional (FEDER, EU) (projects CTQ2016-76782-P, and CTQ2016-81797-REDC), the Generalitat Valenciana (PROMETEOII/2014/017), (Consolider Ingenio 2010, CSD2007-00006) for research financing. |
URI: | http://hdl.handle.net/10045/71838 |
ISSN: | 0040-4020 (Print) | 1464-5416 (Online) |
DOI: | 10.1016/j.tet.2017.11.017 |
Language: | eng |
Type: | info:eu-repo/semantics/article |
Rights: | © 2017 Elsevier Ltd. |
Peer Review: | si |
Publisher version: | http://dx.doi.org/10.1016/j.tet.2017.11.017 |
Appears in Collections: | INV - SINTAS - Artículos de Revistas |
Files in This Item:
File | Description | Size | Format | |
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2018_Dondas_etal_Tetrahedron_final.pdf | Versión final (acceso restringido) | 753,64 kB | Adobe PDF | Open Request a copy |
2018_Dondas_etal_Tetrahedron_accepted.pdf | Accepted Manuscript (acceso abierto) | 693,23 kB | Adobe PDF | Open Preview |
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