Reaction with acetylacetone

Scheme 2.5 One-pot conversions of D-glucose into hydrophilic furans or, alternatively, into C-glucosides by reaction with acetylacetone. " ...

Certain reactions must be catalyzed by aqueous alkali (90MI2 91USP4988812) or by sodium ethoxide, e.g., the condensation of 3-mercapto-AT and ethyl acetoacetate (68UP1), which does not proceed in acetic acid (60JOC361), in contrast with the analogous reaction with acetylacetone (60JCS1829). 

Ammine ligands complexed to platinum(IV) will undergo condensation reactions with acetylacetone. Thus Pt(NH3) + and acetylacetone react rapidly to give the diimine complex (equation 332).1032... 

Hexaammineplatinum(IV) salts also undergo imine-forming reactions with acetylacetone (equation 49).172 A cobalt(III) acetylacetone complex can be formed as a result of intramolecular addition of cobalt-bound hydroxide ion to acetylacetone. The cobalt-bound oxygen atoms are retained in the new chelate ring (equation 50).173... 

Reaction with acetylacetone and formaldehyde foUowed by measurement of the product at 339nm gave a method for amoxicillin in the 5 to 60 pg/ml range [81]. 

The most direct way to prepare VO(acac)2 is by the reaction of vanadyl sulfate with a source of the ligand. Vanadium(V), such as V205, can be reduced to vanadium(IV) by ethanol solvent in the presence of sulfuric acid. Reaction with acetylacetone in sodium carbonate yields the desired product. The synthesis we will use produces the complex in high yield directly in a system that can visually shed light on the active catalyst species in the epoxidation of olefins, Figure 9.4. 

FIGURE 41.2 Derivatization of the primary amino function of cycloserine. A bioreversible enamine, probably stabilized by an intramolecular hydrogen bond, is formed by reaction with acetylacetone. ... 

Catalyzed Belousov-Zhabotinskii Reaction with Acetylacetone. Indian J. Chem. 19A, 1-6... 

The reaction of diethyl 3,4-dimethylthieno[2,3-Z ]thiophene-2,5-dicarboxylate (117, R = Me, EWG = C02Et) with hydrazine hydrate afforded dihydrazide 231, which was subjected to various transformations. For example, the reactions with acetylacetone, ethyl acetoacetate or malononitrile (93BCJ2011) are accompanied by the closure of the exocyclic pyrazole ring to form the corresponding derivatives 232-234. The reaction of dihydrazide 231 with carbon disulfide in the presence of KOH followed by decomposition with dilute HCl or concentrated H2SO4 produces di(oxadiazole) (235) or di(thiadiazole) derivative (236). Condensation of di(oxadia-zolyl)thienothiophene 235 with hydrazine hydrate affords di(triazolyl)thienothio-phene 237. 

Acetylacetone has also been the subject of several studies when used as 1,3-dicarbonyl compound suitable to engage in a Michael reaction with nitroalkenes under H-bonding catalysis. In this context, Takemoto s catalyst 68a and valine-derived thiourea 74 have been tested in the reaction with acetylacetone with nitrostyrene furnishing good results, although no extensive study was carried out in order to evaluate the substrate scope with regard to the substitution at the nitroalkene. On the other hand, several functionalized thioureas have been expressly surveyed in this reaction, providing a detailed study... 

Since an optically active polymer was obtained from the cis isomer using an optically active catalyst, the polymer was evidently diisotactic. The catalyst was prepared by reacting triethyl aluminum (2 moles) with water (1 mole) followed by further reactions with acetylacetone (1 mole) and 1-menthol (2 moles). Although the structure of the catalyst is unknown, it undoubtedly contained the —O— Al—O—Al—O— sequence. 

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