85657-99-4

Upstream product

• 85658-09-9 1-[4-Bromo-3-(4-chloro-phenyl)-3-hydroxy-1-phenyl-but-(E)-ylideneamino]-4,6-diphenyl-1H-pyridin-2-one 
• 98-86-2 acetophenone 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 85142-29-6 4-nitro-1-phenyl-1-(4'-chlorophenyl)-1-butanone 
• 70-11-1 α-bromoacetophenone 
• 85658-13-5 N-(α-Methyl-benzylidenamino)-4,6-diphenyl-2-pyridone 
• 16616-42-5 p-chlorobenzoylphenylacetylene 

Relevant academic research and scientific papers

A continuous-flow synthesis of annulated and polysubstituted furans from the reaction of ketones and α-haloketones

A synthesis of di-, tri- and tetra-substituted furans from reaction of the corresponding ketones and α-haloketones with LiHMDS is reported. Reaction under continuous-flow conditions gave increased yields and removed the need for external cooling when comp

Synthesis of 2,4-disubstituted furans and 4,6-diaryl-substituted 2,3-benzo-1,3a,6a-triazapentalenes

Reactions of acylacetylenes 1a-h with benzotriazole 2 give intermediates 3a-h. The treatment of 3a-h with trimethylsulfonium iodide in the presence of base give intermediate oxiranes 4a-h and 2,3-benzo-1,3a,6a-triazapentalenes 7d-g depending on substituent. Acid-catalyzed rearrangement of crude 4a-h give 2,4-disubstituted furans 5a-h.

Silylation of γ-nitro ketones as a convenient approach to the synthesis of 2-[N,N-bis(silyloxy)amino]-2,3-dihydrofurans and conjugated enoximes

Silylation of γ-nitro ketones of the general formula R 1COCH(R2)CH(R3)CH(R4)NO2 proceeded stereoselectively to give 2-[N,N-bis(trimethylsilyloxy)amino]-2,3- dihydrofurans, conjugated enoximes, silylation products of the carbonyl group or both functional groups, or N,N-bis(trimethylsilyloxy)enamine depending on the nature and positions of the substituents in the carbon skeleton. Dihydrofuran derivatives are formed for R1 = Ar or cyclo-C 3H5. Enoximes are generated as the silylation products of the starting ketones with enhanced β-proton mobility (R3 = CO2Me or 4-NO2C6H4). The presence of an alkyl group at the carbonyl function (R1 = Alk) is favorable for the formation of enoximes. Finally, the introduction of a substituent at the α position with respect to the nitro group (R4 = Me, CO2Me, or Ph) leads to the formation of silyl enolates. Under the action of NH4F in MeOH, dihydrofurans can be transformed into substituted furans in moderate yields.

Me3SiBr-mediated intramolecular cyclization of γ-functionalized trimethylsilyl nitronates

The silylation of nitro compounds of general formula X1X2CHCH(Ar)CH2NO2 with Me3SiBr/Et3N at -30°C leads to hitherto unknown 2-(N,N'-bis(trimethylsilyloxy)amino-2,3-dihydrofurans (X1/

Formation of Furan Derivatives from Phenacyl Bromides and Sodium Telluride; Attempted Extension to Coumarin Synthesis

The enolates, generated from phenacyl bromides by sodium telluride, yield 2,4-diarylfurans in addition to the expected dehalogenation products.No 1,4-dicarbonyl compounds could be isolated even in the presence of excess oxidizing agent, copper(II) chloride.Condensation of 2-(methoxymethoxy)arenecarbaldehydes with ethyl bromoacetate in the presence of sodium telluride gave the expected α,β-unsaturated esters which resisted cyclization to yield the desired coumarin derivatives.Attempted intramolecular Reformatsky-type reaction of 2-(bromoacetoxy)benzaldehyde gave only 6,12-epoxy-6H,12H-dibenzo-dioxocin as the major product.