15822-78-3

Upstream product

• 1493-27-2 ortho-nitrofluorobenzene 
• 109-05-7 2-Methylpiperidin 
• 88-73-3 2-Chloronitrobenzene 

Downstream Products

• 78019-87-1 2-methyl-1-(2-nitrophenyl)-piperidine N-oxide 
• 91565-86-5 1-methyl-1,2,3,4-tetrahydrobenzo[4,5]imidazo[1,2-a]pyridine 
• 78020-01-6 2-methyl-1-(2-nitrophenoxy)-piperidine 
• 67150-20-3 1-(2-Aminophenyl)-2-methylpiperidin 

Relevant academic research and scientific papers

Synthesis, antifungal activity and QSAR of some novel carboxylic acid amides

A series of novel aromatic carboxylic acid amides were synthesized and tested for their activities against six phytopathogenic fungi by an in vitro mycelia growth inhibition assay. Most of them displayed moderate to good activity. Among them N-(2-(1H-indazol-1-yl)phenyl)-2-(trifluoromethyl)benzamide (3c) exhibited the highest antifungal activity against Pythium aphanidermatum (EC50 = 16.75 μg/mL) and Rhizoctonia solani (EC50 = 19.19 μg/mL), compared to the reference compound boscalid with EC50 values of 10.68 and 14.47 μg/mL, respectively. Comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA) were employed to develop a three-dimensional quantitative structure-activity relationship model for the activity of the compounds. In the molecular docking, a fluorine atom and the carbonyl oxygen atom of 3c formed hydrogen bonds toward the hydroxyl hydrogens of TYR58 and TRP173.

Synthesis of benzimidazoles via iridium-catalyzed acceptorless dehydrogenative coupling

Iridium-catalyzed acceptorless dehydrogenative coupling of tertiary amines and arylamines has been developed. A number of benzimidazoles were prepared in good yields. An iridium-mediated C-H activation mechanism is suggested. This finding represents a novel strategy for the synthesis of benzimidazoles.

Synthesis of benzimidazoles via iridium-catalyzed acceptorless dehydrogenative coupling

Iridium-catalyzed acceptorless dehydrogenative coupling of tertiary amines and arylamines has been developed. A number of benzimidazoles were prepared in good yields. An iridium-mediated C-H activation mechanism is suggested. This finding represents a novel strategy for the synthesis of benzimidazoles.

Transfer of aryl halide to alkyl halide: Reductive elimination of alkylhalide from alkylpalladium halides containing syn-ss -hydrogen

b-Hydride abstraction is a well-accepted elementary step for catalytic cycles in organometallic chemistry. It is usually anticipated that alkylpalladium halides containing syn-b-hydrogen atoms will undergo b-hydride abstraction to afford the Heck-type products. However, this study discloses that the above general knowledge is only conditionally correct. Our experimental results demonstrate that the reductive elimination of alkylhalides from alkylpalladium halides containing syn-bhydrogen atoms may surpass the b-hydride abstraction or even become exclusive in certain cases.

Potent 2′-aminoanilide inhibitors of cFMS as potential anti-inflammatory agents

A series of 2′-aminoanilides have been identified which exhibit potent and selective inhibitory activity against the cFMS tyrosine kinase. Initial SAR studies within this series are described which examine aroyl and amino group substitutions, as well as the introduction of hydrophilic substituents on the benzene core. Compound 47 inhibits the isolated enzyme (IC50 = 0.027 μM) and blocks CSF-1-induced proliferation of bone marrow-derived macrophages (IC50 = 0.11 μM) and as such, serves as a lead candidate for further optimization studies.

Studies in Tertiary Amine Oxides. Part V - Carbon-13 Nuclear Magnetic Resonance Spectra of some N-Aryl Tertiary Amines, the Corresponding N-Oxides and the Meisenheimer Rearrangement Products

The carbon-13 NMR spectra of some N-(2- or 4-nitrophenyl) tertiary amines and their corresponding N-oxides have been analysed.These N-oxides undergo thermal rearrangement to O-arylhydroxylamines, for which the 13C NMR spectral assignments were also carried out.The N-oxidation effect on the aromatic and aliphatic fragments is calculated.

Studies of Tertiary Amine Oxides. 4. Thermal Rearrangement of N-Aryl Amine Oxides to O-Arylhydroxylamines

Substituted N-aryl cyclic amine oxides undergo novel thermal rearrangement to O-arylhydroxylamines.Electron-withdrawing substituents are essential for the rearrangement and must be ortho or para relative to the N->O function.The mechanism of the rearrangement is best described by an intramolecular cyclic process.Kinetic results are in agreement with the cyclic process but are inconsistent with a homolytic dissociation-recombination mechanism.