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Hemisynthesis of coumarin derivatives from Ammodaucus leucotrichus oil extract: organobase-catalyzed reaction, analytical study by diffusion-ordered spectroscopy NMR and differential scanning calorimetry

Abstract : This paper presents an in-depth chemical and analytical study of a natural substance extracted from Ammodaucus leucotrichus Coss. & Dur and its derivatives after hemisynthesis. The analysis was performed using Diffusion-Ordered Spectroscopy (NMR DOSY) and Differential Scanning Calorimetry (DSC) as general methods. The results show an interesting chemical reactivity towards coumarin-derived bisnucleophiles (4-hydroxycoumarin and triacetic acid lactone), and products obtained by hemisynthesis of pyrano[4,3-b]pyrane derivatives following Knoevenagel condensation and Michael's addition on this natural substance with the use of 4-pyrolidinopyridine organobase as catalyst.
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https://hal-univ-pau.archives-ouvertes.fr/hal-03021753
Contributor : Sylvie Blanc <>
Submitted on : Tuesday, November 24, 2020 - 2:43:35 PM
Last modification on : Tuesday, February 2, 2021 - 2:58:06 PM

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  • HAL Id : hal-03021753, version 1

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Rhida Hassaine, Imad Abdelhamid El Haci, Faycal Dergal, Leila Boukenna, Abdel Khoukh, et al.. Hemisynthesis of coumarin derivatives from Ammodaucus leucotrichus oil extract: organobase-catalyzed reaction, analytical study by diffusion-ordered spectroscopy NMR and differential scanning calorimetry. Natural Product Research, Taylor & Francis, In press. ⟨hal-03021753⟩

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