81733-99-5

Upstream product

• 999-70-2 4-nonyn-3-ol 
• 112610-22-7 5-nonen-3-one 
• 1129-70-0 pentyl phenyl sulfide 
• 74-85-1 ethene 
• 201230-82-2 carbon monoxide 
• 693-02-7 hex-1-yne 
• 116671-45-5 5-Phenylsulfanyl-nonan-3-one 

Relevant academic research and scientific papers

A Novel Reactivity of α-Nitro Ketone Tosylhydrazones with DBU. Synthesis of α,β-Unsaturated Enone Tosylhydrazones.

Treatment of α-nitro ketone tosylhydrazones with DBU gives 1,4-elimination of nitrous acid affording 1-tosylazoalkenes which, under basic conditions (DBU), tautomerize to the more stable enone tosylhydrazones.The obtained tosylhydrazones may be used as st

Reinvestigation on the Catalytic Isomerisation of Carbon-Carbon Triple Bonds

Based on the discovery that phosphines could catalyse the isomerisation of triple bonds, the isomerisation of acetylenic derivatives was differentiated into two types: phosphine-catalysed and transition metal-catalysed.

Isomerization of alkynemono-ols catalyzed by palladium(0) complex and diols

Isomerization of alkynemono-ols occurred by the catalysis of Pd2(dba)3 * CHCl3 (1) + iPr3P + HOCH2CH2OH.Palladium hydride active species were supposed to be formed in situ by the oxidative addition of diols to 1 as determined bu 1H NMR spectra.

ISOMERAZATION OF PROPARGYLIC ALCOHOLS CATALYZED BY AN IRIDIUM COMPLEX

α,β-Enones were synthesized by the isomerization of propargylic alcohols catalyzed by an iridium pentahydride complex.

The Addition of 1-Lithio-1-(phenylthio)alkanes to 2-(N-Methylanilino)acrylonitrile: An Easy Access to 3-(Phenylthio)ketones and 2-Enones

A simple and versatile strategy for the synthesis of the title compounds is described.The key-step consists in the addition of 1-lithio-1-(phenylthio)alkanes to 2-(N-methylanilino)acrylonitrile, the nucleophilic phenylthioalkylation of an enol-cation equivalent.Alkylation of the adducts and hydrolysis give 3-(phenylthio)ketones, which can be isolated, or without further purification can be transformed into 2-enones via the well known oxidation-elimination procedure.These reactions are possible with allylic derivatives too, therefore the homologous vinylic compoundscan be prepared by the same way.Pyrolysis of the 1-lithioaminonitriles formed within the first step gives aminonitriles of cyclopropanones via cyclization.

Rhodium carbonyl-catalyzed carbonylation of unsaturated compounds III*. Synthesis of α,β-unsaturated ethyl ketones by cross-hydrocarbonylation of acetylenes and ethylene with carbon monoxide and hydrogen

Rhodium carbonyl-catalyzed cross-hydrocarbonylation of acetylenes and ethylene with carbon monoxide and hydrogen gives α,β-unsaturated ethyl ketones.Under CO (10 kg cm-2) and H2 (50 kg cm-2) at 90 deg C the reaction of diphenylacetylene with ethylene in the presence of Rh4(CO)12 catalyst gave (E)-1,2-diphenyl-1-penten-3-one (3a) in 91percent yield.Under similar conditions phenylacetylene (1d), 1-hexyne (1e), 3,3-dimethyl-1-butyne (1f), and trimethylsilylacetylene (1g) gave (E)-1-phenyl-1-penten-3-one (3d), (E)-4-nonen-3-one (3e), (E)-6,6-dimethyl-4-hepten-3-one (3f), and (E)-1-trimethylsilyl-1-penten-3-one (3g) in 76, 68, 93, and 62percent respectively.Thus, the reaction of terminal acetylenes proceeds with high stereo- and regioselectivity: the propionyl group is introduced to the less-sterically hindered acetylenic carbon atom.By comparison of the regioselectivity with that in the formation of 5-ethyl-2-(5H)-furanone (2), which is obtained in the presence of a hydrogen donor such as alcohol, these reactions are assumed to include a β-acylvinylrhodium complex as the common key intermediate.

RHODIUM CARBONYL-CATALYZED CROSS-HYDROCARBONYLATION OF ACETYLENES AND ETHYLENE. SYNTHESIS OF α,β-UNSATURATED KETONES

The cross-hydrocarbonylation of acetylenes and ethylene with CO and H2 in the presence of Rh4(CO)12 gave α,β-unsaturated ethyl ketones regio- and stereoselectively.