62199-60-4

Usage

InChI:InChI=1/C13H9NO4/c15-13(16)12-8-10(14(17)18)6-7-11(12)9-4-2-1-3-5-9/h1-8H,(H,15,16)

Upstream product

• 7304-32-7 2-fluoro-5-nitrobenzoic acid 
• 960-16-7 tributylphenylstannane 
• 7149-70-4 2-bromo-5-nitrotoluene 
• 591-50-4 iodobenzene 
• 121-92-6 3-nitrobenzoic acid 
• 98-80-6 phenylboronic acid 
• 943-14-6 2-bromo-5-nitrobenzoic acid 
• 84459-32-5 2-bromo-5-nitrobenzaldehyde 
• 124391-53-3 2-(bromomethyl)-4-nitrobiphenyl 
• 91718-52-4 2-methyl-4-nitrobiphenyl 
• 108-90-7 chlorobenzene 
• 854236-41-2 methyl 4-nitrobiphenyl-2-carboxylate 
• 124391-57-7 4-nitrobiphenyl-2-carbaldehyde 

Downstream Products

• 92-93-3 1-phenyl-4-nitrobenzene 
• 28149-15-7 9-Hydroxy-2-nitrofluorene 

Relevant academic research and scientific papers

Targeting the IspD Enzyme in the MEP Pathway: Identification of a Novel Fragment Class

The enzymes of the 2-C-methylerythritol-d-erythritol 4-phosphate (MEP) pathway (MEP pathway or non-mevalonate pathway) are responsible for the synthesis of universal precursors of the large and structurally diverse family of isoprenoids. This pathway is a

A versatile approach for the synthesis of para -substituted arenes via palladium-catalyzed C-H functionalization and protodecarboxylation of benzoic acids

While a great number of ortho C-H functionalization reactions have been developed and several breakthroughs have been achieved in meta C-H activation, para C-H functionalization is still in its infancy stage. In this article, a versatile strategy for the synthesis of para-substituted arenes has been developed via a tandem process consisting of palladium-catalyzed C-H functionalization and subsequent copper-catalyzed protodecarboxylation of benzoic acids. Both electron-withdrawing and electron-donating functionalities can be introduced into the para positions of arenes bearing a variety of substituents.

USE OF ARYL CHLORIDES IN PALLADIUM-CATALYZED C-H BOND FUNCTIONALIZATION

A one-step method for efficiently converting carbon-hydrogen bonds into carbon-carbon bonds using chloroarenes and palladium catalysts is disclosed. This method allows faster introduction of complex molecular entities, a process that would otherwise require many more steps. This invention is particularly relevant for the organic synthesis of complex molecules such as, but not limited to, pharmacophores.

Two methods for direct ortho-arylation of benzoic acids

Two new palladium-catalyzed methods for the direct ortho-arylation of free benzoic acids have been developed. The first method employs stoichiometric silver acetate for iodide removal, aryl iodide as the coupling partner, and acetic acid solvent. This method is applicable to the arylation of electron-rich to moderately electron-poor benzoic acids and tolerates chloride and bromide substituents on both coupling partners. The second method involves the use of aryl chloride, cesium carbonate base, n-butyl-di-1-adamantylphosphine ligand, and DMF solvent and is suitable for both electron-rich and electron-poor benzoic acids. Mechanistic studies of the second method point to the heterolytic C-H bond cleavage as the rate-determining step.

Proximity effects in the palladium-catalyzed substitution of aryl fluorides

(Chemical Equation Presented) The aryl fluoride bond has long been considered inert toward Pd-catalyzed insertion reactions. This paper reports for the first time that aryl fluorides bearing an o-carboxylate group can undergo Pd-catalyzed couplings. On th

Regiospecific Syntheses of All Isomeric Nitrofluorenones and Nitrofluorenes by Transition Metal Catalyzed Cross-Coupling Reactions

Regiospecific efficient syntheses of 1-, 2-, 3-, and 4-nitrofluorenones 8 and the corresponding nitrofluorenes 10 by palladium(0)-catalyzed cross-coupling reactions of aryl boronic acids 1 with bromonitrotoluenes 2 and bromonitrobenzene 3 are described.