220044-16-6

Upstream product

• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 98-86-2 acetophenone 
• 2206-94-2 1-acetoxy-1-phenylethene 
• 24767-69-9 benzyl α-chlorobenzyl ketone 
• 1088-32-0 3-phenyl-4-(1-phenylmethylidene)-5-isoxazolone 
• 1076-59-1 3-phenyl-4H-isoxazol-5-one 
• 536-74-3 phenylacetylene 
• 94-41-7 benzalacetophenone 
• 503299-51-2 (Z)-1,3,5-triphenyl-4-trimethylsilyl-4-penten-1-one 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 34877-80-0 1,3,5-triphenylpent-4-yn-1-one 

Relevant academic research and scientific papers

Synthesis of 1,4-Dicarbonyl Compounds by Visible-Light-Mediated Cross-Coupling Reactions of α-Chlorocarbonyls and Enol Acetates

Herein, we report a protocol for visible-light-mediated radical coupling reactions of α-chloroketones and enol acetates to afford 1,4-dicarbonyl compounds, which are important precursors and intermediates in organic synthesis. The reaction involves photoredox-catalyzed activation of the α-chloroketone upon photoelectron transfer, carbon–chlorine bond cleavage, and coupling of the resulting radical with the carbon–carbon double bond of the enol acetate. This mild protocol has a wide substrate scope and moderate to good yields. (Figure presented.).

Michael Addition of Soft Carbon Nucleophiles to Alkylidene Isoxazol-5-ones: A Divergent Entry to β-Branched Carbonyl Compounds

A novel, divergent strategy toward the synthesis of β-branched (and linear) carbonyl compounds is developed by taking advantage of alkylidene isoxazol-5-ones as key building blocks. The yields obtained range from good to excellent, therefore making the described methods attractive options for building such molecules. (Chemical Equation).

Stereoselective preparation of (Z)-γ-silyl-γ,δ-unsaturated ketones and their application in the synthesis of 1,4-Diketones

Hydrozirconation reaction of alkynylsilanes 1 followed by Michael addition to α,β-unsaturated ketones in the presence of CuBr Me2S complex produced (Z)-γ-silyl-γ,δ-unsaturated ketones 3 stereoselectively. 1,4-Diketones were prepared via epoxidation and hydrolysis of 3.

Synthesis of functionalised furans and pyrroles through annulation reactions of 4-pentynones

A new approach to 4-pentynones through palladium-catalysed coupling reaction of the ready available 2-propynyl ketones with aryl iodides and/or vinyl triflates is proposed. Annulation reactions of both 2-propynyl ketones and 4-pentynones gave functionalised furans using potassium tert-butoxide in DMF and functionalised pyrroles in the presence of benzylamine or ammonia, respectively in good to high yields. The methodology has been extended to the preparation of 17β-hydroxyandrost-4-en[3,2-b](5-methyl)furan and to 17β- hydroxyandrost-4-en[3,2-b](1-benzyl-5-methyl)pyrrole. A different reaction pattern was observed when the 4-pentynones were treated with sodium methoxide in MeOH. The influence of the reaction medium on the outcome of the annulation reaction in the case of one 2-pentyn-1,6-dione (heteroannulation vs. carbocyclization) is also shown.