73025-54-4

Upstream product

• 536-74-3 phenylacetylene 
• 62-53-3 aniline 
• 10151-95-8 2-nitroacetanilide 
• 614-21-1 2-nitroacetophenone 
• 100-52-7 benzaldehyde 
• 141377-54-0 2-nitro-1-phenylethan-1-ol 
• 1795-93-3 1-chloro-1-phenyl-2-nitroethene 
• 29293-52-5 1,2-dinitro-1-phenylethene 
• 1199-21-9 (Ξ)-α-chloro-β-nitro-styrene 

Downstream Products

• 102662-62-4 1-Phenyl-2-nitro-aethan-1,1-diol-bis-<4-nitro-benzoat> 
• 110877-53-7 1-Phenyl-2-nitro-aethan-1.1-diol-bis-<3.5-dinitro-benzoat> 
• 153449-80-0 1-phenyl-N-(2-phenyl-1H-indol-3-yl)methanimine 
• 519166-83-7 N-(2-phenyl-1H-indol-3-yl)benzamide 
• 85936-40-9 5-chloro-3-nitro-2-phenyl-1H-indole 

Relevant academic research and scientific papers

Synthesis of 3-nitroindoles by sequential paired electrolysis

3-Nitroindoles are synthetically versatile intermediates but current methods for the preparation hinder their widespread application. Herein, we report that nitroenamines undergo electrochemical cyclisation to 3-nitroindoles in the presence of potassium iodide. Detailed control experiments and cyclic voltammogram studies infer the reaction proceedsviaa sequential paired electrolysis process, beginning with anodic oxidation of iodide (I?) to the iodine radical (I˙), which facilitates cyclisation of the nitroenamine to give a 3-nitroindolinyl radical. Cathodic reduction and protonation generates a 3-nitroindoline that upon oxidation forms the 3-nitroindole.

Synthesis of δ-Carbolines and the Alkaloid Quindoline through a Molybdenum-Catalyzed Cadogan Cyclization and their Photoluminescent Properties

Cadogan reductive cyclization of substituted 2-aryl-3-nitropyridines to give δ-carbolines was performed under MoO 2 Cl 2 (DMF) 2 catalysis with triphenylphosphine as a ligand. A new approach for the synthesis of the alkalo

Copper-Catalyzed N-Arylation of Nitroenamines with Diaryliodonium Salts

A novel synthetic methodology was developed for the N-arylation of nitroenamine derivatives utilizing diaryliodonium triflates and copper(I) chloride as a catalyst. The procedure enables the easy aryl transfer from the hypervalent species under mild catalytic conditions with unusual heteroatom preference and high efficiency.

Stereoselective intermolecular nitroaminoxylation of terminal aromatic alkynes: Trapping alkenyl radicals by TEMPO

The vinyl radical is one of the most unstable organic radicals. It is demonstrated that a nitro radical attacks phenylacetylene and makes the phenyl ring deconjugated with a double bond so that the resulting vinyl radical may be stabilized by delocalization to the phenyl rings π orbital and easily trapped by TEMPO. It is noteworthy that all desired products were obtained in moderate to good yields in an (E)-configuration.

Highly enantioselective reduction of β-amino nitroolefins with a simple n-sulfinyl urea as bifunctional catalyst

Simple but effective: A structurally simple N-sulfinyl urea was found to be a highly efficient bifunctional catalyst, which allows for the development of a novel pathway for the construction of chiral β-amino nitroalkanes through enantioselective reduction of β-amino nitroolefins by trichlorosilane. High yields and excellent enantioselectivities were obtained for a broad range of β-arylamino nitroolefin substrates (see scheme). Copyright

PIDA-mediated oxidative C-C bond formation: Novel synthesis of indoles from n-aryl enamines

A variety of functionalized indoles were synthesized from N-aryl enamines via PIDA-mediated oxidative carbon-carbon bond formation. The features of the present reaction include facilitative preparation of substrates 2, good functional group tolerance, and mild reaction conditions without transition metals.