40164-42-9

Upstream product

• 609-73-4 o-nitroiodobenzene 
• 31638-66-1 (p-tolylethynyl)copper 
• 552-16-9 ortho-nitrobenzoic acid 
• 766-97-2 4-n-methylphenylacetylene 
• 1493-27-2 ortho-nitrofluorobenzene 

Downstream Products

• 55577-25-8 2-(4-methylphenyl)-1H-indole 
• 124643-45-4 2-(p-tolylethynyl)aniline 
• 40164-46-3 1-(2'-nitrophenyl)-2-(4'-methylphenyl)ethanedione 

Relevant academic research and scientific papers

Electrochemically Enabled Selenium Catalytic Synthesis of 2,1-Benzoxazoles fromo-Nitrophenylacetylenes

The study reported an electrochemically mediated method for the preparation of 2,1-benzoxazoles fromo-nitrophenylacetylenes. Different from the traditional electrochemical reduction of nitro to nitroso, the nitro group directly underwent a cyclization rea

Copper(0)/PPh3-Mediated Bisheteroannulations of o-Nitroalkynes with Methylketoximes Accessing Pyrazo-Fused Pseudoindoxyls

A copper(0)/PPh3-mediated cascade bisheteroannulation reaction of o-nitroalkynes with methylketoximes has been developed that provides viable access to a diverse range of pyrazo-fused pseudoindoxyl compounds. Synthetically useful functional groups including sensitive C-I bonds are compatible with this system. Mechanistic studies suggest a reaction cascade involving sequential PPh3-mediated deoxygenative cycloisomerization and copper-catalyzed [3 + 2] pyrazo-annulation.

Synthesis of Aryl Alkynes via Copper Catalyzed Decarboxylative Alkynylation of 2-Nitrobenzoic Acids

An efficient protocol for the synthesis of internal aryl alkynes was achieved via Cu-catalyzed decarboxylative cross-coupling reactions, and to the best of our knowledge, this is the first example of a Cu-catalyzed decarboxylative alkynylation of benzoic acids with terminal alkynes. This approach utilizes simple Cu salt as catalyst and O2, an abundant, clean, and green material, as the oxidant. The reaction tolerates various functional groups, and a variety of internal aryl alkynes were synthesized in 46-83% yields.

One-Pot Synthesis of Indole Derivatives from the Reaction of Nitroalkynes and Alkynes via a Mercury-Carbene Intermediate

The cyclization of nitroalkyne catalyzed by Hg(OTf) 2 to produce the corresponding benzo[ c ]isoxazole in excellent yields with high selectivity is reported. On the basis of this strategy, a one-pot method to synthesize indole derivatives has been developed. In this transformation, two Hg-carbene intermediates are proposed to be involved..

Gold(i)-catalyzed synthesis of 2-substituted indoles from 2-alkynylnitroarenes with diboron as reductant

An efficient method for the synthesis of 2-substituted indoles via a diboron/base promoted tandem reductive cyclization of o-alkynylnitroarene under Au catalysis conditions has been disclosed. This reaction is efficient and convenient, affording 2-substituted indoles with broad functional groups tolerance and excellent yields.

Direct use of nanoparticles as a heterogeneous catalyst: Pd0-doped CoFe2O4 magnetic nanoparticles for Sonogashira coupling reaction

A magnetically separable nanocatalyst prepared by incorporating Pd nanoparticles onto CoFe2O4 magnetic nanoparticles was found to be very effective in catalyzing Sonogashira cross-coupling reactions. In this green synthetic process, it is not necessary to use an external linker to support the palladium nanoparticles onto the cobalt ferrite matrix. The catalyst is effective without the use of any ligand or copper additive. The reaction works smoothly in ethanol at 70 °C with both aryl iodides and bromides to produce corresponding product in high yield. After completion of the reaction, the catalyst could be easily separated using an external magnet and reused up to five catalytic cycles with sustained catalytic activity.

One-Pot synthesis of indoles and aniline derivatives from nitroarenes under hydrogenation condition with supported gold nanoparticles

One-pot sequences of hydrogenation/hydroamination to form indoles from (2-nitroaryl)alkynes and hydrogenation/reductive amination to form aniline derivatives from nitroarenes and aldehydes were catalyzed by Au nanoparticles supported on Fe2O3. Nitro group selective hydrogenations and successive reactions were efficiently catalyzed under the conditions.

Efficient nucleophilic aromatic substitution between aryl nitrofluorides and alkynes

Equation Presented The nucleophilic aromatic substitution reaction between electron-deficient aryl fluorides and terminal alkynes is shown to be efficiently promoted by sodium bis(trimethylsilyl)amide as a base. Moderate to excellent yields of 2-ethynylnitrobenzene products can be obtained under mild conditions.

Ortho Effects in Organic Molecules on Electron Impact. Part 16. Novel Oxygen Transfers from the Nitro Group to Acetylenic Carbons in 2-Nitrophenylacetylenes

Oxygen transfers to both acetylene carbons are noticed in parallel fragmentation pathways during the electron impact induced decompositions of 2-nitrodiphenylacetylene.The oxygen transfer to β-acetylenic carbon leads to the most abundant ion corresponding