78303-46-5

Upstream product

• 25695-90-3 [(E)-(2-nitrobut-1-en-1-yl)benzene] 
• 201230-82-2 carbon monoxide 
• 557-20-0 diethylzinc 
• 1896-62-4 (E)-benzalacetone 
• 100-52-7 benzaldehyde 
• 83188-04-9 4-diethylamino-4-phenylbutan-2-one 
• 80460-03-3 (+/-)-5-nitro-4-phenylheptan-2-one 
• 78303-40-9 4-phenylhept-6-en-3-one 

Downstream Products

• 78303-49-8 2,3-dimethyl-5-phenyl-2-cyclopentenone 

Relevant academic research and scientific papers

Pd-catalyzed carbonylative conjugate addition of dialkylzinc reagents to unsaturated carbonyls

The Pd-catalyzed addition of organozinc reagents to unsaturated carbonyls in the presence of carbon monoxide provides 1,4-diketones in good yield. The reaction was studied with a number of substituted cyclic and acyclic ketones as well as α,β-unsaturated aldehydes.

The Synthesis of 1,4-Diketones via Fluoride-catalysed Michael Addition and Supported-permanganate-promoted Nef Transformation

A versatile synthetic route for the preparation of 1,4-diketones from simple starting materials is described and applied to the preparation of a wide range of diketones.The two most important steps in the reaction are the fluoride ion-catalysed Michael addition of a nitroalkane to a vinyl ketone and the subsequent transformation of the nitro ketone to the diketone using supported permanganate as the oxidant.The interaction of F- with nitroethane has been studied and a number of sources of F- have been tested in the Michael addition reaction.Potassium fluoride supported on alumina and potassium permanganate supported on silica gel are remarkably efficient reagents for the Michael addition and Nef transformation stages, respectively, although it is important to determine the best reagent loadings and drying conditions for maximum reaction efficiency to be achieved.

Synthesis of 1,4-Diketones by Fluoride-catalysed Michael Addition and Supported Permanganate Oxidation

A wide variety of 1,4-diketones may be prepared from simple starting materials by using fluoride ion-catalysed Michael additions and silica gel-supported permanganate-promoted Nef transformations.

REACTION OF ALLYLSILANE WITH α-NITRO OLEFIN AND ITS DEVELOPMENT TO SYNTHESIS OF CYCLOPENTENONE

Michael addition of allylsilane to α-nitro olefin in the presence of AlCl3 proceeded smoothly at low temperature to give unsaturated nitronic acid, which was converted into the γδ-enone using aqueous Ti (III).Transformation of the enone into the 1,4-diketone followed by the intramolecular aldol condensation with the latter provided a convenient new synthesis of cyclopentanone.