Design and synthesis of novel 1,4-benzodiazepine surrogates as potential CCKA and CCKB antagonists via palladium-catalyzed three-component cascade reactions

DÖNDAŞ, HACI; Belveren, Samet; Poyraz, Sarnet; Grigg, Ronald; Kilner, Colin; Ferrandiz-Saperas, Marcos; Selva, Elisabet; Sansano, Jose

doi:10.1016/j.tet.2017.11.017

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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DÖNDAŞ H. A., Belveren S., Poyraz S., Grigg R., Kilner C., Ferrandiz-Saperas M., ...More

TETRAHEDRON, vol.74, no.1, pp.6-11, 2018 (SCI-Expanded)

Publication Type: Article / Article
Volume: 74 Issue: 1
Publication Date: 2018
Doi Number: 10.1016/j.tet.2017.11.017
Journal Name: TETRAHEDRON
Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
Page Numbers: pp.6-11
Keywords: Benzodiazepines, Cholecystokinin (CCK) receptor, Palladium, Allenylation, Carbonylation, CYCLIZATION-ANION CAPTURE, SITU GENERATED VINYLSTANNANES, EMPLOYING CARBON-MONOXIDE, MULTICOMPONENT REACTIONS, PRIVILEGED STRUCTURES, 5-COMPONENT CASCADES, OXYTOCIN ANTAGONIST, QUEUING-PROCESSES, B ANTAGONISTS, RELAY SWITCH
Çukurova University Affiliated: No

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. (C) 2017 Elsevier Ltd. All rights reserved.