Selective Tsuji-Trost type C-allylation of hydrazones: a straightforward entry into 4,5-dihydropyrazoles

Elhachemia Elmamouni 1, 2 M. Cattoen 3 Marie Cordier 4 Janine Cossy 5 Stellios Arseniyadis 6, 3 Hocine Ilitki 2 Laurent El Kaim 1
1 DCSO - Laboratoire de synthèse organique
2 USTO MB - Université des sciences et de la Technologie d'Oran Mohamed Boudiaf [Oran]
3 QMUL - Queen Mary University of London
4 LCM - Laboratoire de chimie moléculaire
5 UMR 8231, Laboratoire CBI
6 LBC, CBI UMR8231 - Laboratoire de Biochimie, Chimie-Biologie-Innovation, UMR8231 CNRS ESPCI ParisTech
Abstract : The 4,5-dihydropyrazole motif has drawn considerable attention over the years as it was shown to exhibit a plethora of biological and pharmacological properties, including anticancer, antibacterial, antifungal, antiviral, and anti-inflammatory properties. As such, it has been the target of a number of methods and drug discovery programs. We report here a straightforward and highly selective approach featuring a key palladium-catalysed Tsuji-Trost type C-allylation and subsequent intramolecular 1,4-addition of hydrazones.
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https://hal-polytechnique.archives-ouvertes.fr/hal-01623194
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Submitted on : Wednesday, October 25, 2017 - 10:35:34 AM
Last modification on : Thursday, July 4, 2019 - 11:00:08 AM

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Elhachemia Elmamouni, M. Cattoen, Marie Cordier, Janine Cossy, Stellios Arseniyadis, et al.. Selective Tsuji-Trost type C-allylation of hydrazones: a straightforward entry into 4,5-dihydropyrazoles. Chemical Communications, Royal Society of Chemistry, 2016, 52 (100), pp.14490-14493 ⟨10.1039/c6cc08171a⟩. ⟨hal-01623194⟩

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