52786-29-5

Upstream product

• 98-01-1 furfural 
• 78-94-4 methyl vinyl ketone 
• 14583-98-3 1-tributylstannanyl-propan-2-one 
• 111886-29-4 tert-butyldimethyl((1-(furan-2-yl)vinyl)oxy)silane 
• 946401-60-1 1-(furan-2-yl)pent-2-yne-1,4-diol 

Downstream Products

• 98909-85-4 5-(2-Furoyl)-3-methyl-2-cyclohexen-1-on 
• 98909-84-3 5-(2-Furoyl)-3-phenyl-2-cyclohexen-1-on 
• 98909-67-2 3-(2-Furoyl)-1-phenyl-1,5-hexandion 
• 98909-48-9 3-(2-Furoyl)-1-phenyl-4-(2,4,5-trimethyl-1,3-dioxolan-2-yl)-1-butanon 
• 107467-81-2 2-(2-furyl)-5-methyl-1-phenylpyrrole 

Relevant academic research and scientific papers

Polarity reversal induced by electrochemically generated thiazol-2-ylidenes: The Stetter reaction

The inversion of the normal reactivity (umpolung) of aldehydes has been induced via N-heterocyclic carbenes (NHCs) thiazol-2-ylidenes 2a or 3a, generated by simple electrolyses of solutions containing thiazolium salt 2 or 3. Accordingly, 1,4-dicarbonyl compounds have been obtained, in mild conditions and in moderate to very high yields, via 1,4-addition of the Breslow intermediates to the suitable Michael acceptor. The procedure has been performed in classical organic solvents (VOCs) as well as in room temperature ionic liquids (RTILs). The different reactivity of aliphatic aldehydes vs the one of aromatic and heteroaromatic aldehydes has been emphasized.

Synthesis of furans, pyrroles and pyridazines by a ruthenium-catalysed isomerisation of alkynediols and in situ cyclisation

Alkyne-1,4-diols are readily available substrates which are isomerised to 1,4-diketones using Ru(PPh3)3(CO)H2/xantphos as a catalyst. In situ cyclisation into furans, pyrroles and pyridazines has been achieved under suitable conditions.

Highly selective synthesis of 1-phenylpentane-1, 4-diones, and (E)-5-hydroxy-5-phenylpent-3-en-2-ones catalyzed by organophosphorus compounds

1-Phenylpentane-1, 4-diones, and (E)- 5-hydroxy-5-phenylpent-3-en-2-ones were synthesized via organophosphine-catalyzed addition reaction of but-3-en-2-one with aldehydes. The features of the present protocols include high selectivity, operational simplicity, atom economy, and mild reaction conditions without transition metals.

2,5-Disubstituted furans from 1,4-alkynediols

1,4-Alkynediols serve as readily available starting materials for isomerisation to 1,4-diketones, which can be converted in situ into the corresponding furans by acid-catalysed dehydration. A range of 2,5-disubstituted furans was prepared using the ruthenium-based catalyst Ru(PPh3)3(CO)H2 with Xantphos at 1 mol % loading.

Oxidative Generation of α-Radicals of Carbonyl Compounds from the α-Stannyl Derivatives and Their Reactions with Electron-Rich Olefins

The oxidation of α-tributylstannyl alkanoates with tetrabutylammonium hexanitratocerate(IV) generates α-radicals of the alkanoates by eliminating the stannylium ion.The thus-formed radicals react with various electron-rich olefinic compounds, such as silyl enol ethers, giving addition products in good yield.This method formally achieves selective cross coupling between alkanoates and ketones.

PYRROLE STUDIES. PART 36. THE SYNTHESIS OF 2.2'-BIPYRROLES AND RELATED COMPOUNDS

Nucleophilic addition to but-1-en-3-one by the acyl anion equivalent of 2-formylpyrroles, generated by reaction with thiazolium salts, yields 1-(2-pyrrolyl)pent-1,4-diones, which undergo the Paal-Knorr reaction with ammonia and primary amines to give the 2,2'-bipyrroles.Alternatively, the 2,2'-bipyrrole system can be obtained by pyrolysis of 2-azido-5-(2-pyrrolyl)penta-2,4-dienoic esters.

Derives de l'hydroxymethyl-5 furfural. I. Synthese de derives du di- et terfuranne

Addition of α,β-unsaturated sulfones or ketones to 5-hydroxymethylfuraldehyde or related furanaldehydes in the presence of a thiazolium salt gives di- or tetraketonic furan compounds.Dehydrative cyclization led to di- and terfuryl derivatives.

Process for the preparation of ketones

The invention concerns a new process for the preparation of ketones; according to this process ketones are prepared from aldehydes and unsaturated compounds in the presence of bases using quaternary ammonium salts as catalysts.