25181-39-9

Upstream product

• 66839-13-2 dichloro-bis-(4-methoxy-phenacyl)-λ⁴-tellane 
• 6832-17-3 2-diazo-1-(4-methoxyphenyl)ethanone 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 

Relevant academic research and scientific papers

Synthesis of Enones and Cyclopropanes by the Reaction of Telluronium Ylides Generated from Bis(2-oxoalkyl)tellurium Dichlorides

The reaction of bis(2-oxoalkyl)tellurium dichlorides (1) with a base gave either 1,4-dioxo-2-alkenes or 1,2,3-triacylcyclopropanes depending on the conditions employed.The reaction of 1 with LDA followed by the addition of an aldehyde led to the Wittig-type olefination to give E-α,β-unsaturated ketones in good yields.The cyclopropanes and 1,4-dioxo-2-alkenes could also be synthesized conveniently by a one-pot procedure from the corresponding ketones by the aid of TeCl4 and LDA.

Electrophilic and nucleophilic side chain fluorination of para-substituted acetophenones

para-Substituted α-fluoroacetophenones have been synthesised by three different routes. Electrophilic fluorination of trimethylsilyl enol ethers of acetophenones using Selectfluor (F-TEDA-BF4, 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis-(tetrafluoroborate)) gave high to moderate yield depending on the electronic properties of the substituents. F-TEDA-BF4 mediated fluorination of acetophenones in methanol resulted in a mixture of α-fluoroacetophenones and the corresponding 2-fluoro-1,1-dimethyl acetals. The dimethyl acetals were hydrolysed using trifluoroacetic acid in water to maximise the yield of the product. Nucleophilic fluorination of α-bromoacetophenones using tetrabutylammonium hydrogen bifluoride (TBABF) led to moderate yield when having electron-donating substituents, whereas low yields were experienced when more electron-withdrawing substituents were introduced.

Generation of the Selenonium Ylide by the Carbenic Reaction. Formation of Cyclopropane Derivatives via Selenonium Ylide

The Cu(acac)2-catalyzed decomposition of α-diazoacetophenones in the presence of bis(p-methoxy-phenyl) selenide (3) did not give the corresponding selenonium ylide but gave r-l,c-2,t-3-tribenzoylcylopropanes through the successive reaction of the intermed