Acylation Of Ketones Research Articles

ChemInform Abstract: Geminal Acylation of Ketones Mediated by Boron Trichloride. An Improved Method for the Synthesis of 4,4-Dimethyl-1,3-cyclopentanediones.

ChemInform Abstract: Geminal Acylation of Ketones Mediated by Boron Trichloride. An Improved Method for the Synthesis of 4,4-Dimethyl-1,3-cyclopentanediones.

A New Synthesis of Bis-Enaminones via Acylation of Ketones

A short and efficient synthesis for a series of 1,6-diaryl- 3,4-diarylaminohexa-2,4-diene-1,6-diones was developed. Based on the acylation-prototropism sequence during the reaction of vari- ous aryl methyl ketones with bis-imidoyl chlorides, the products were isolated in good yields. Substituted acetophenones, acetyl- thiophene, 3-acetylpyridine, and acetylferrocene can be integrated into this reaction as ketone component. Similarly, a-tetralone can be transformed with bis-electrophiles into the corresponding bis- enaminones. Treatment of 2-acetylpyridine with N,N¢-bis(4- tolyl)ethanebis(imidoyl) dichloride yielded not only the expected bis-enaminone, but also a new quinolizine derivative which was structurally characterized by single crystal X-ray analysis. Analo- gously, pinacolone and cyclopropyl methyl ketone can readily be converted into bis-enaminones. Monoimidoyl chlorides showed the same reactivity, providing derivatives in high yields.

γ,δ‐Unsaturated β‐Diketones by Acylation of Ketones.

AbstractFor Abstract see ChemInform Abstract in Full Text.

γ,δ-Unsaturated β-Diketones by Acylation of Ketones

[reaction: see text] Gamma,delta-unsaturated beta-diketones have been prepared by the acylation of ketones with N-acylbenzotriazoles of various aliphatic and aromatic alpha,beta-unsaturated carboxylic acids.

Boron Difluoride -Diketonates: III. Boron Difluoride 3-Organylpenta-2,4-dionates

Boron difluoride 3-methyl-, 3-ethyl-, 3-propyl-, 3-isopropyl-, and 3-phenylacetylacetonates were synthesized by acylation of ketones with acetic anhydride, chelation of α-organyl-β-diketones, and reaction of acetylacetone with isopropanol in the presence of boron trifluoride. The resulting chelates were characterized by 1H NMR, IR, and UV spectroscopy.

Some contributions to regio and stereo control: from Cincholoipon and Cantharidin to the present.

A condensed review of some of the major original contributions of the author's research group to organic synthesis during more than half a century. The emphasis is on methodology, especially as it involves the control of regio- and stereochemistry. The application of these methods in the total synthesis of specific natural products in the author's laboratory is not discussed in extenso, but only by focusing on certain key steps which illustrate the application of the methods mentioned here. Methods discussed in this fashion are: cationic polyene cyclizations; the enamine alkylation and acylation of ketones and aldehydes; the metalloenamine alkylation; the regiospecific formation and trapping of enolates, via electron addition or via conjugate addition of organometallic reagents to enones; regiospecific enolate formation-trapping from saturated ketones and from beta-alkoxy enones; the epoxynitrile and the allylic epoxynitrile cyclizations; the cyclization of olefinic diazoketones; the cyclization of alkynyl ketones; protected cyanohydrins as acylcarbanion equivalents; the vinyl radical cyclization; the control of regio- and stereochemistry via radical cyclization to temporary rings.

Acylation of Ketones in Dimethyl Sulfoxide1

Acylation of Ketones in Dimethyl Sulfoxide¹

The Acylation of Ketones with Esters to Form β-Diketones by the Sodium Amide Method1

The Acylation of Ketones with Esters to Form β-Diketones by the Sodium Amide Method¹

The Acylation of Ketones with Aliphatic Anhydrides by Means of Boron Trifluoride. Synthesis of β-Diketones1

The Acylation of Ketones with Aliphatic Anhydrides by Means of Boron Trifluoride. Synthesis of β-Diketones¹