4727-98-4

Upstream product

• 50-00-0 formaldehyd 
• 120-46-7 1,3-diphenylpropanedione 
• 1703-46-4 N,N-dimethyl-4-hydroxymethylaniline 
• 3471-13-4 dimedone 
• 23718-99-2 2-methylene-1,3-diphenylpropane-1,3-dione 
• 7529-22-8 4-methylmorpholine N-oxide 
• 98-94-2 N,N-dimethyl-cyclohexanamine 
• 110-18-9 N,N,N,N,-tetramethylethylenediamine 
• 110-70-3 N,N`-dimethylethylenediamine 
• 872-50-4 1-methyl-pyrrolidin-2-one 
• 7560-83-0 N-Methyldicyclohexylamine 
• 927-62-8 N,N-dimethylbutylamine 
• 10342-97-9 N,N-diisopropylmethylamine 
• 7087-68-5 N-ethyl-N,N-diisopropylamine 

Downstream Products

• 6263-83-8 1,5-diphenyl-1,5-pentanedione 
• 93-58-3 benzoic acid methyl ester 
• 35333-17-6 1,5-bis-(4-chloro-phenyl)-pentane-1,5-dione 
• 65-85-0 benzoic acid 
• 1186485-63-1 4-((methylthio)methyl)-1,3,5-triphenyl-1H-pyrazole 

Relevant academic research and scientific papers

Iodine-Catalyzed C-N Cleavage of Tertiary Amines: Synthesis of Methylene-Bridged Bis-1,3-dicarbonyl Compounds

A novel and efficient iodine-catalyzed C-N cleavage of tertiary amines via an sp3 C-H bond oxidative coupling reaction is described. A wide range of methylene-bridged bis-1,3-dicarbonyl compounds were synthesized in up to 92% yield by using an

A metal-free strategy for the cross-dehydrogenative coupling of 1,3-dicarbonyl compounds with 2-methoxyethanol

Here, we report a metal-free approach for the construction of methylene-bridged bis-1,3-dicarbonyl compounds via cross-dehydrogenative coupling of 1,3-dicarbonyl compounds with 2-methoxyethanol. In addition, we have extended this methodology to synthesize tetra-substituted pyridine derivatives using 1,3-dicarbonyl, 2-methoxyethanol and NH4OAc in one step. The key advantages include accepting a wide range of substrates, utilizing O2 as the sole oxidant, and synthesizing biologically active compounds such as 1,4-dihydropyridine and pyrazole. This journal is

Synthesis of Cyclopentenes and Cyclohexenes Via Cobalt(II)-Catalyzed Oxidative Cyclization

A unique method for the synthesis of cyclopentenes and cyclohexenes has been achieved by the coupling of diketones and alkenes under cobalt(II) catalysis and dimethyl sulfoxide involvement. Under optimal conditions, the formation of five- and six-membered rings can be readily controlled by the α-position substitution of styrenes. This process is proposed to proceed through a reaction sequence of oxidative coupling (mediated by K2S2O8), regioselective alkene insertion (promoted by cobalt), and intramolecular attack of the resulting allylcobalt species on the carbonyl group or methyl group in the reactive methylene process.

Selectfluor facilitated bridging of indoles to bis(indolyl)methanes using methyl: Tert -butyl ether as a new methylene precursor

A novel, green and efficient method is developed for the synthesis of methylene bridged bis(indolyl)methanes in good to excellent yields. The reaction employs methyl tert-butyl ether (MTBE) as the methylene source and selectfluor as an oxidizing agent. The scope and versatility of the methods have been successfully demonstrated with 48 examples. The metal-free transformation process is suitable for scale-up production. A selectfluor-promoted oxidative reaction mechanism is proposed based on the results of the experimental studies. This journal is

Unusual Reactivity of 4-Vinyl Isoxazoles in the Copper-Mediated Synthesis of Pyridines, Employing DMSO as a One-Carbon Surrogate

An efficient protocol for the synthesis of nicotinate derivatives and tetrasubstituted pyridines through a copper-mediated cleavage of isoxazoles has been developed. The highlight of the work is the observation of an unusual reactivity of 4-vinyl isoxazoles under the reaction conditions. DMSO serves as a one-carbon surrogate generating an active methylene group during the reaction to form two C-C bonds. This protocol provides a facile and an expeditious approach for the assembly of densely substituted N-heterocyclic compounds.

Acid-promoted oxidative methylenation of 1,3-dicarbonyl compounds with DMSO: Application to the three-component synthesis of Hantzsch-type pyridines

A highly convergent one-pot synthesis of Hantzsch-type pyridines has been developed based on a three-component annulation of 1,3-dicarbonyl compounds, DMSO, and ammonium salt. A transition-metal-free oxidative methylenation reaction/Hantzsch pyridine synt

Rose Bengal-photosensitized oxidation of tertiary amines for the synthesis of bis-1,3-dicarbonyl compounds

We report an example of Rose Bengal-photosensitized oxidation of tertiary amines for the synthesis of bis-1,3-dicarbonyl compounds. This protocol employs Rose Bengal as a visible-light absorbing photocatalyst without the need of a transition metal, and air as a green oxidant. Various functional groups were well tolerated to afford products with yields of up to 80% under mild reaction conditions.

Metal-free synthesis of methylene-bridged bis-1,3-dicarbonyl compounds via oxidative C-C bond cleavage of tertiary aliphatic amines

A metal-free Bu4NI mediated oxidative reaction utilizing tertiary aliphatic amines and 1,3-dicarbonyl compounds for the synthesis of methylene-bridged bis-1,3-dicarbonyl compounds has been developed. This reaction involved an unexpected C-C bond cleavage of tertiary aliphatic amines. With this approach, the completely regioselective functionalization of β-carbon on tertiary amines was realized. This journal is the Partner Organisations 2014.

Oxidative C(Sp3)-H activation and C-N cleavage of N-methyl amines under transition-metal-free condition for synthesis of methylene-bridged bis-1,3-diketones

A transition-metal-free oxidative methylenation reaction was developed. Methylene-bridged bis-1,3-dicarbonyl compounds were synthesized by oxidative C(Sp3)-H activation and C-N cleavage of N-methyl amines. This novel reaction avoids the use of

Visible-light photoredox-mediated oxidation of N-methyl tertiaryamines under catalyst free conditions: Direct synthesis of methylene-bridged bis-1,3-dicarbonyl compounds

Mediated by visible light-induced photoredox catalysis and free of other catalysts, a new and efficient synthesis of methylene-bridged bis-1,3-dicarbonyl derivatives has been developed. A variety of N-methyl tertiaryamines and 1,3-dicarbonyl compounds were investigated in this reaction.