Journal
GREEN CHEMISTRY
Volume 22, Issue 1, Pages 110-117Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9gc03465j
Keywords
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Funding
- Huvepharma srl
- CRT (Cassa di Risparmio di Torino)
- Regione Piemonte
- Italian Ministry of Research
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Natural deep eutectic solvents have emerged as alternative non-toxic, non-aqueous solvents for an increasing number of synthetic transformations. Remarkably, in some cases one (or more) components of the NaDES plays an active role in the reaction mechanism and directly participates as either a catalyst or a reagent in the reaction. In this paper, we tested several NaDESs in which one of the components is a carboxylic acid as a medium to perform the Nazarov cyclization of divinyl ketones to obtain cyclopentenones, a widespread motif in natural compounds. The reaction conditions were optimized and the scope was investigated on C-, O- and N-derived compounds. To assess the full sustainability of the proposed approach, the recyclability and scalability of the process were investigated, thus proving that multi-gram preparations are possible with complete recycling of the medium.
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