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Michael Additions in Aqueous Media: "On-Water" and "In-Water" Processes from a-Nitroketones and their Anions

Abstract : A variety of α,β-unsaturated aldehydes and ketones gave very high-yielding Michael addition reactions with α-nitrocycloalkanones in water, at room temperature without added catalyst. These can be considered as one of the very few "on-water" Michael reactions known in the literature, because they took place in suspension or emulsion and at increased speed relative to the same transformations performed in organic solvents. A related protocol that uses very dilute, aqueous solutions of potassium carbonate as the reaction media extended the scope of the method to cyclic enones and unsaturated esters, nitriles and sulfones and is likely to take place in the bulk of the aqueous phase, i.e., "in-water". Both preparative methods constitute environmentally benign and efficient alternatives to previously known procedures.
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https://hal.archives-ouvertes.fr/hal-00861791
Contributor : Gaelle Chouraqui Connect in order to contact the contributor
Submitted on : Friday, September 13, 2013 - 2:52:22 PM
Last modification on : Tuesday, December 14, 2021 - 8:36:12 AM

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Giorgio Giorgi, Pilar López-Alvarado, Sonia Miranda, Jean Rodriguez, Carlos Menendez. Michael Additions in Aqueous Media: "On-Water" and "In-Water" Processes from a-Nitroketones and their Anions. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2013, pp.1327-1336. ⟨10.1002/ejoc.201201431⟩. ⟨hal-00861791⟩

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