58921-79-2Relevant academic research and scientific papers
Use of heterogeneous catalyst KG-60-NEt2 in Michael and Henry reactions involving nitroalkanes
Ballini, Roberto,Bosica, Giovanna,Livi, Damiana,Palmieri, Alessandro,Maggi, Raimondo,Sartori, Giovanni
, p. 2271 - 2273 (2007/10/03)
The N,N-diethylpropylamine supported on amorphous silica (KG-60-NEt2) catalyses the formation of carbon-carbon bonds by nitroalkanes through both the nitroaldol (Henry) and Michael reactions. The catalyst shows general utility with a variety of electrophilic acceptors. Moreover, the catalyst can be reused for two further cycles without loss of the activity.
Conjugated addition reactions of nitroalkanes with electrophilic alkenes in aqueous media
Ballini, Roberto,Bosica, Giovanna
, p. 355 - 357 (2007/10/03)
The Michael reaction of various nitroalkanes 1 with electrophilic alkenes 2 can be performed in NaOH (0.025-0.1 M), without any organic solvent. In many cases the presence of cetyltrimethylammonium chloride (CTACI), as cationic surfactant, produces better
ORGANIC REACTIONS WITHOUT SOLVENT: MICHAEL ADDITIONS ON AN UNSATURATED SULFONE AND SULFOXIDE
Galons, Herve,Labidalle, Serge,Miocque, Marcel,Ligniere, Beatrice,Bram, Georges
, p. 73 - 78 (2007/10/02)
Solid-liquid phase transfer catalysis in the absence of any solvent efficiently promotes Michael additions of nitro alkanes and of diethyl N-acetylaminomalonate to phenyl vinyl sulfone and to phenyl vinyl sulfoxide.The adduct of the Michael addition to di
Elimination and Addition Reactions. Part 41. Nucleophilic Eliminative Fission of Cyclopropanes: the Coiled Spring Effect of Ring Strain on Nucleofugality and its Evaluation
Hughes, Simon,Griffiths, Gwerydd,Stirling, Charles J. M.
, p. 1253 - 1264 (2007/10/02)
Rates have been measured of sulphonyl-activated eliminative ring fissions of a series of six cyclopropanes in which the leaving group is stabilised by alkoxycarbonyl, cyano, or sulphonyl groups.The measurements allow assignment of ranks (nucleofugalities) to carbon leaving groups in systems in which the connection to the leaving group is strained by incorporation in a cyclopropane ring.The values obtained are compered with those obtained for a unstrained (acyclic) analogues.Rank enhancements of about 9(log) units are obtained; these enhancements suggests that free energies of activation for leaving-group expulsion are reduced by about 53 kJmol-1, or about 46 percent of these excess of enthalpy of the strained ring, notwithstanding the small degree of ring fission in the transition structure.The effect of phenyl substitution at the leaving group suggests that cleavage of the ring is very little advanced in the transition structure, although this is variable with the nature of the leaving-group stabilisation.This is the first direct determination of the effect of strain on nucleofugality.
New Synthetic Methods. Conjugate Addition of Alkyl Groups to Electron Deficient Olefins with Nitroalkanes as Alkyl Anion Equivalents
Ono, Noboru,Kamimura, Akio,Miyake, Hideyoshi,Hamamoto, Isami,Kaji, Aritsune
, p. 3692 - 3698 (2007/10/02)
The sequence of the Michael addition of nitroalkanes and denitration from the adduct provides a new and general method for conjugate addition of primary and secondary alkyl groups to electron deficient olefins such as α,β-unsaturated aldehydes, ketones, esters, nitriles, sulfoxides, and sulfones.
