109772-86-3

Upstream product

• 87-62-7 2,6-dimethylaniline 
• 552-89-6 2-nitro-benzaldehyde 

Downstream Products

• 1443381-08-5 2-(2,6-dimethylphenyl)-1-methyl-1H-indazol-2-ium iodide 
• 1296940-63-0 C₁₅H₁₆N₂ 
• 1296940-77-6 CF₃O₃S^(1-)*C₂₄H₂₅N₂⁽¹⁺⁾ 
• 1296940-75-4 CF₃O₃S^(1-)*C₂₃H₂₃N₂⁽¹⁺⁾ 
• 1296940-73-2 CF₃O₃S^(1-)*C₁₈H₂₁N₂⁽¹⁺⁾ 

Relevant academic research and scientific papers

Indazolin- S -ylidene-N-heterocyclic carbene complexes of rhodium, palladium, and gold: Synthesis, characterization, and catalytic hydration of alkynes

A novel series of Indy-N-heterocyclic carbene ligands (Indy = indazolin-s-ylidene) have been developed and investigated. Via a mild Ag carbene transfer route, these new carbene ligands reacted with rhodium, palladium, and gold salts to yield the correspon

Synthesis of a family of 3-alkyl- or 3-aryl-substituted 1,2-dihydroquinazolinium salts and their isomerization to 4-iminium-1,2,3,4- tetrahydroquinolines

A straightforward synthesis of substituted 1,2-dihydroquinazolinium triflates (3) is reported by reaction of 2-imino-substituted anilines with a range of carbonyl compounds in the presence of triflic acid via intermediate iminium salts. Similar reactions

Palladium Complex-Catalyzed Reductive N-Heterocyclization of Nitroarenes: Novel Synthesis of Indole and 2H-Indazole Derivatives

The dichlorobis(triphenylphosphine)palladium (PdCl2(PPh3)2)-tin(II)chloride (SnCl2) system shows high catalytic activity for the reductive N-heterocyclization of various 2-nitrostyrene and N-(2-nitrobenzylidene)amine derivatives when employed at 100 deg C for 16 h under 20 kg cm-2 of initial carbon monoxide pressure, to give the corresponding indole and 2H-indazole derivatives in good yield.For example, 2-phenylindole was obtained in 75percent yield from the reductive N-heterocyclization of 2-nitrostilbene.Similarly, 2-propyl-2H-indazole was readily prepared in 83percent yield by the reductive N-heterocyclization of N-(2-nitrobenzylidene)propylamine.A nitrene intermediate for the present reaction is proposed on the basis of deuterium-labeling experiments and the investigation of alkyl rearrangement in the construction of the indole skeleton.Carbon monoxide effectively operates as a deoxygenating agent of the nitro group to afford a nitrene intermediate.

o-Nitrobenzylidene Compounds. Part 3. Formation of 4-Arylamino-3-methoxycinnoline 1-Oxides from N-o-Nitrobenzylideneanilines, Cyanide Ion, and Methanol: the Intermediacy of 2-Aryl-3-cyano-2H-indazole 1-Oxides

The N-o-nitrobenzylidene derivatives of variously substituted anilines (7) have been cyclised by potassium cyanide in methanol, to give 4-arylamino-3-methoxycinnoline 1-oxides (9), the structures of which have been confirmed by independent synthesis of one representative .These cinnoline oxides are the main products (sometimes the only isolated products) when the amine-derived ring in (7) is ortho-substituted; in other cases the cinnoline oxides are minor products formed along with 2-aryl-3-cyano-2H-indazoles (10).In the latter group of reactions, the primary cyclisation products are 2-aryl-3-cyano-2H-indazole 1-oxides (8): these have then either been reduced to the indazoles in the basic methanolic medium, or have undergone ring-opening and recyclisation to give the cinnoline oxides (9).In the other group, where indazole oxides (8) cannot usually be isolated, their intermediacy in cinnoline oxide formation remains a possibility, although other mechanistic pathways can be envisaged.Some 'borderline' cases are identified and discussed.