20488-57-7

Upstream product

• 586-96-9 Nitrosobenzene 
• 88-05-1 2,4,6-trimethylaniline 
• 1196-12-9 2-nitrosomesitylene 

Downstream Products

• 5509-65-9 2,6-difluoroaniline 
• 348-54-9 2-Fluoroaniline 
• 94026-75-2 4-<4-Amino-phenyl>-2.4.6-trimethyl-cyclohexa-2.5-dienon 
• 88-05-1 2,4,6-trimethylaniline 

Relevant academic research and scientific papers

I2-Mediated 2: H -indazole synthesis via halogen-bond-assisted benzyl C-H functionalization

I2-Mediated benzyl C-H functionalization has been developed for the synthesis of 2H-indazoles, which features high efficiency, simple conditions and no need for metals. Mechanistic experiments and DFT calculations have revealed halogen bond assistance and a radical chain process for this reaction. The azo group and the bound iodine cooperate in the hydrogen abstraction step, which circumvents the thermodynamic disfavor of direct hydrogen abstraction by a simple iodine radical.

The 4.4′-benzidine rearrangement of 4-alkyl substituted hydrazobenzenes

When treated with dilute inorganic acids N,N′-diarylhydrazines (hydrazobenzenes) with an alkyl substituent in the 4-position undergo [5,5]-sigmatropic rearrangement reactions to furnish 4-(4′-aminophenyl)-4-alkylcyclohexa-2,5-dienimines (ipso-benzidines) in moderate to excellent yields. Steric bulk of the 4-alkyl substituent in the starting material decreases the yield of the respective ipso-benzidine. Additional electron-donating alkyl substituents in the ortho- and/or meta-positions on both rings generally promote the reaction and consequently increase the yield of the 4.4′-benzidine rearrangement product. Described herein are our findings regarding the scope and limits of this unusual benzidine rearrangement.

Rhenium-Catalyzed [4 + 1] Annulation of Azobenzenes and Aldehydes via Isolable Cyclic Rhenium(I) Complexes

The first Re-catalyzed [4 + 1] annulation of azobenzenes with aldehydes was developed to furnish 2H-indazoles via isolable and characterized cyclic ReI-complexes. For the first time, the acetate-acceleration effect is showcased in Re-catalyzed C-H activation reactions. Remarkably, mechanistic studies revealed an irreversible aldehyde-insertion step, which is in sharp contrast to those of previous Rh- and Co-systems. (Chemical Presented).

Rhenium-catalyzed C-H aminocarbonylation of azobenzenes with isocyanates

The first C-H aminocarbonylation of azobenzenes with isocyanates is achieved by using rhenium-catalysis, which provides an expedient and atom-economical access to varied o-azobenzamides from readily available starting materials. The reaction efficiency can be enhanced by the catalytic use of sodium acetate via accelerated C-H bond activation.

Axial functionalization of sterically hindered titanium phthalocyanines

Several axially functionalized, weakly aggregating titanium phthalocyanines (Pc)have been synthesized and characterized. Soluble titanium dichlorido tetrakis-(1,1,4,4-tetramethyl-6,7-tetralino)-porphyrazine [Pc#TiCl2] (5)has been prepared by re