81829-64-3

Upstream product

• 18861-57-9 ethyl (E)-2-cyano-3-(4-fluorophenyl)-2-propenoate 
• 126-81-8 dimedone 
• 459-57-4 4-fluorobenzaldehyde 
• 105-56-6 ethyl 2-cyanoacetate 
• 50737-52-5 ethyl 2-cyano-3-(4-fluorophenyl)acrylate 

Downstream Products

• 1446864-84-1 ethyl 4-(4-fluorophenyl)-2-iodo-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate 
• 1446865-03-7 ethyl 4-(4-fluorophenyl)-7,7-dimethyl-5-oxo-2-(phenylethynyl)-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate 
• 1446865-07-1 ethyl 4-(4-fluorophenyl)-2-((1-hydroxycyclohexyl)ethynyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate 
• 1446865-33-3 10-(4-fluorophenyl)-4-iodo-7,7-dimethyl-3-phenyl-7,8-dihydropyrano[4,3-b]chromene-1,9(6H,10H)-dione 
• 1446865-37-7 10-(4-fluorophenyl)-3-(1-hydroxycyclohexyl)-4-iodo-7,7-dimethyl-7,8-dihydropyrano[4,3-b]chromene-1,9(6H,10H)-dione 
• 1227407-85-3 C₂₀H₁₈FNO₄ 

Relevant academic research and scientific papers

Efficient synthesis of tetrahydrobenzo[b]pyrans under solvent-free conditions at room temperature

A range of tetrahydrobenzo[b]pyrans have been synthesized in very good yields under solvent-free conditions by grinding α-cyanocinnamonitrils or β-cyano-β-carbethoxy styrene and 5,5-dimethyl-1,3-cyclohexanedione in the presence of TEBA as catalyst. The sh

Synthesis and characterization of guanine-functionalized mesoporous silica [SBA-16-G]: a metal-free and recyclable heterogeneous solid base catalyst for synthesis of pyran-annulated heterocyclic compounds

Abstract: The synthesis of a new solid base catalyst, i.e., guanine-functionalized mesoporous silica [SBA-16-G], is described. The synthesized catalyst has been fully characterized by FTIR, solid state 13C NMR, TGA, XRD, BET, FESEM, EDAX, CHNS elemental analysis, CO2-TPD, and TEM techniques. The surface area and the basicity of the synthesised [SBA-16-G] were found to be 524?m2/g and 3.230?mmol/g, respectively, based on BET and CO2-TPD analysis. The catalytic activity of the synthesized catalyst has been explored in the synthesis of a series of biologically and pharmaceutically active pyran-annulated heterocyclic compounds from a one-pot three-component reaction of an aromatic aldehyde, malononitrile/ethyl cyanoacetate, and a C–H activated acidic compound, in the presence of a catalytic amount (10?wt%) of [SBA-16-G]. The catalyst is metal-free, easy to synthesize and to isolate from the reaction mixture, and recycled up to four times without significant loss of catalytic activity. Graphical abstract: [Figure not available: see fulltext.].

Choline chloride function ion liquid catalytic method for preparing benzopyran derivative

The invention discloses a method for preparing benzopyran derivative by choline chloride functional ion liquid catalysis. The method comprises the following steps of: carrying out catalytic condensation reaction on aromatic aldehyde, an active methylene compound and ketene dimethyl under normal pressure to obtain the benzopyran derivative by using the functional ion liquid based on choline chloride as the catalyst. The method for preparing benzopyran derivative by choline chloride functional ion liquid catalysis is simple to operate, high in yield, good in reusability of catalytic reaction system, gentle in reaction condition and good in industrial prospect.

Construction and functionalization of pyranone ring fused with pyran moiety: Design and synthesis of novel pyrano[4,3-b]pyran-5(4H)-ones as potential inhibitors of sirtuins

Novel pyrano[4,3-b]pyran-5(4H)-one based small molecules were designed as potential inhibitors of sirtuins (i.e., yeast sir2, a homolog of human SIRT1). Elegant synthesis of these compounds was performed via a multi-step sequence consisting of MCR, Sandmeyer type iodination, Sonogashira type coupling followed by iodocyclization and then Pd-mediated various C-C bond forming reactions. The overall strategy involved the construction of a pyran ring followed by the fused pyranone moiety and subsequent functionalization at C-8 position of the resultant core pyrano[4,3-b]pyran-5(4H)-one framework. The crystal structure analysis of a representative iodolactonized product (6d) is presented. Some of the synthesized compounds showed promising inhibitory activities when tested against yeast sir2 in vitro. The compound 6g showed dose dependent inhibition (IC50 = 78.05 μM) of yeast sir2 and good interactions with this protein in silico.

Ionic liquid promoted knoevenagel and michael reactions

The utilization of the ionic liquid [bmim][BF4] as both reaction medium and promoter for the Knoevenagel condensation and Michael addition reactions is described in this paper. Through these reactions, several useful electrophilic alkenes and chromene derivatives are obtained in high yields. The advantages of these two novel procedures include their environmentally benign nature, atom economy, simple operation process, and mild reaction conditions.

CYCLIZATION OF NITRILES. XX. SYNTHESIS OF CONDENSED 2-AMINO-4H-PYRANS AND THE MOLECULAR STRUCTURE OF 2-AMINO-7,7-DIMETHYL-4-(3-FLUOROPHENYL)-5-OXO-3-ETHOXYCARBONYL-5,6,7,8-TETRAHYDRO-4H-BENZOPYRAN

2-Amino-5,6,7,8-tetrahydro-4H-benzopyrans were obtained by the reaction of 1,3-cyclohexanedione and its substituted derivatives with the arylidene derivatives of malononitrile and ethyl cyanoacetate.The crystal structure of 2-amino-7,7-dimethyl-4-(3-fl

CYCLIZATION REACTIONS OF NITRILES. REACTION OF ARYLIDENEMALONONITRILES WITH 1,3-DICARBONYL COMPOUNDS

The reaction of 1,3-dicarbonyl compounds with arylidene derivatives of malononitrile and ethyl cyanoacetate leads to the formation of substituted 2-amino-4H-pyrans.In the case of 1,1,1-trifluoro-3-(2-thenoyl)acetone acid cleavage of the Michael adduct occurs, and this leads to 2-aryl-3-(2-thenoyl)-1,1-dicyanopropanes. 1,3-Indanedione reacts by exchange of the methylene components and gives the corresponding 2-arylidene-1,3-indanediones.