86694-53-3

Upstream product

• 534-22-5 2-methylfuran 
• 104-88-1 4-chlorobenzaldehyde 
• 1426243-80-2 2-((4-chlorophenyl)(2,4,6-trimethoxyphenyl)methyl)-1,3-diphenylpropane-1,3-dione 
• 99-91-2 para-chloroacetophenone 
• 778577-38-1 N-((4-chlorophenyl)(2,4,6-trimethoxyphenyl)methyl)toluenesulfonamide 
• 87751-37-9 N-(4-chlorobenzylidene)benzenesulfonamide 
• 3157-65-1 N-(p-chlorobenzylidene)-p-toluenesulfonamide 
• 1426243-74-4 N-((4-chlorophenyl)(2,4,6-trimethoxyphenyl)methyl)benzenesulfonamide 

Relevant academic research and scientific papers

Sulfonated Tetraphenylethylene-Based Hypercrosslinked Polymer as a Heterogeneous Catalyst for the Synthesis of Symmetrical Triarylmethanes via a Dual C-C Bond-Cleaving Path

A sulfonic acid functionalized tetraphenylethylene-based hypercrosslinked polymer (THP-SO 3H) with a well-developed porous network and accessible sulfonic acid sites was synthesized and characterized by different analytical techniques. The cata

An Unexpected C-C Bond Cleavage of Acetophenones: Synthesis of Bis(heteroaryl)arylmethanes and Triarylmethanes via SeO2/Lanthanide Chloride Catalyzed Friedel-Crafts Arylation

A novel synthesis of bisheteroarylaryl methanes and triarylmethanes is described by the selective C-C bond cleavage of acetophenones in the presence of SeO2/lanthanide chlorides. The present strategy provides an in situ generation of aldehydes from acetophenones followed by a double Friedel-Crafts reaction of electron-rich arenes. Natural product 1,1,1-tris(3-indolyl)methane is synthesized in a single step following the same protocol.

SnCl2 insertion into Ir-Cl and Rh-Cl bonds: Synthesis, characterization and catalytic activity of three-legged piano-stool trichlorostannyl iridium and rhodium complexes

Facile insertion reaction of SnCl2 across pentamethylcyclopentadienyl complexes of Ir(III) and Rh(III) resulted in the formation of Ir-SnCl3 and Rh-SnCl3 heterobimetallic complexes. Treatment of SnCl2 with [Cp*IrCl2] 2 and [Cp*Ir(NH2tBu)Cl2] afforded [Cp*Ir(SnCl3)2{SnCl2(H 2O)2}] (1) and [Cp*Ir(SnCl3) 3][NH3tBu] (3), respectively. Similarities in NMR data for complexes 1 and 3 suggested that complex 1 converts to anionic [Cp*Ir(SnCl3)3] species in solution via rapid chloride exchange. Similarly, insertion reaction of SnCl2 with [Cp*Ir(PPh3)Cl2] and [Cp*Rh(PPh 3)Cl2] afforded single insertion complex [Cp*Ir(PPh3)(SnCl3)Cl] (2) and double insertion complex [Cp*Rh(PPh3)(SnCl3)2] (4), respectively. All these new complexes were characterized by multinuclear NMR spectroscopy, while complexes 1, 3 and 4 were structurally characterized by single crystal X-ray diffraction technique. Complexes 1-4 were also tested as catalyst for bisarylation of aldehyde with arene and it was observed that only complexes 1 and 3 were active. Scope of this organic reaction was examined for different arenes and heteroarenes and in all the cases very good yields of triarylmethane derivatives were achieved.

Green synthesis and anti-inflammatory studies of a series of 1,1-bis(heteroaryl)alkane derivatives

Molecular iodine has been used as an efficient catalyst for a double Friedel-Crafts reaction of various heteroarenes, i.e. 2-methylfuran, 2-ethylfuran, 2-methylthiophene, pyrrole, N-methylpyrrole and indole, using aldehydes as alkylating agents under "open-flask" conditions with toluene or water as the reaction media. In the presence of 10 mol% iodine in toluene at room temperature, both aliphatic and aromatic aldehydes reacted smoothly to give the corresponding bis(heteroaryl)alkanes in good to excellent yields. Interestingly, with water as the solvent, the bis(heteroaryl)alkane adducts were obtained in moderate to good yields. The use of mild reaction conditions, low catalyst loadings, and eco-friendly reagents in a single step synthesis are the advantages of the present procedure. In an effort to discover novel non-steroidal anti-inflammatory agents, the synthesized bis(heteroaryl)alkanes were evaluated for the anti-inflammatory activity in the lipopolysaccharide (LPS)-stimulated RAW 264.7 macrophage model. These compounds (50 μM) significantly inhibited NO production and did not exhibit significant cytotoxic effects on macrophage cells. Among them, bis[(5-methyl)2-furyl](4- nitrophenyl) methane exhibited the most potent inhibition of NO with IC 50 value of 42.4 ± 1.9, which is similar to that of the positive control, aminoguanidine (43.3 ± 2.5 μM). Thus, the bis[(5-methyl)2-furyl](4-nitrophenyl) methane could be considered a lead compound for the development of novel anti-inflammatory agents.

Heterobimetallic Ir-Sn catalysis: Aza-Friedel-Crafts reaction of N-sulfonyl aldimines

The heterobimetallic complex [Ir(COD)(SnCl3)Cl(μ-Cl)] 2 catalyzes the aza-Friedel-Crafts reaction of 1,3,5- trimethoxybenzene, as well as substituted indoles with N-sulfonyl aldimines leading to the formation of diarylamines and triarylmethanes in good yields. The symmetrical triarylmethanes were also obtained from diarylamines and suitable nucleophiles via simultaneous cleavage of sp3 C-N bond and elimination of 1,3,5-trimethoxybenzene.

Preparation of triaryl- and triheteroarylmethanes under ytterbium triflate catalysis and solvent-free conditions

Triaryl- and triheteroarylmethanes have been synthesized in very good yield under solvent-free conditions from differently substituted aldehydes and 2-methylfuran or methoxybenzene in the presence of Yb(OTf)3 as catalyst. Wiley-VCH Verlag GmbH & Co. KGaA, 2009.

POLYFURYL(ARYL)ALKANES AND THEIR DERIVATIVES. 3. SYNTHESIS OF DERIVATIVES OF DIFURYLPHENYL- AND TRIFURYLMETHANE

Previously unknown difurylphenyl- and trifurylmethanes were obtained by the reaction of aromatic aldehydes with furan derivatives in benzene in the presence of perchloric acid.