21064-50-6

Usage

Chemical class

Belongs to the class of benzo[c]carbazoles, which are polycyclic aromatic hydrocarbons.

Synthetic compound

It is a synthetic compound, not found naturally.

Potential applications

Has potential applications in the field of organic electronics and optoelectronics.

Semiconductor material

Studied for its ability to act as a semiconductor material in organic photovoltaic cells and organic light emitting diodes.

Chemical structure

Consists of a fused benzo ring system with a methyl group attached at the 10th position.

Electronic and optical properties

Researched for its potential to exhibit interesting electronic and optical properties.

Compound of interest

It is a compound of interest for its potential applications in advanced materials and devices in the field of organic electronics.

InChI:InChI=1/C17H13N/c1-11-6-8-15-14(10-11)17-13-5-3-2-4-12(13)7-9-16(17)18-15/h2-10,18H,1H3

Upstream product

• 111355-30-7 10-methyl-8,9,10,11-tetrahydro-7H-benzo[c]carbazole 
• 118-75-2 chloranil 
• 756822-62-5 tert-butyl N-(naphthalen-2-yl)-N'-(p-tolyl)hydrazine-N-carboxylate 
• 40385-54-4 3-bromo-4-nitrotoluene 
• 13922-41-3 1-Naphthylboronic acid 
• 1342878-83-4 C₂₂H₂₄N₂O₂ 
• 2243-58-5 2-naphthylhydrazine hydrochloride 
• 756822-60-3 tert-butyl N-(naphthalen-2-yl)hydrazine-N-carboxylate 
• 539-44-6 N-4-methylphenylhydrazine 
• 92-70-6 3-Hydroxy-2-naphthoic acid 
• 589-92-4 1-methylcyclohexan-4-one 
• 580-13-2 2-bromonaphthalene 

Relevant academic research and scientific papers

One-pot synthesis of carbazoles via tandem C-C cross-coupling and reductive amination

We have developed a highly efficient synthetic route to carbazoles that employs sequential C-C/C-N bond formation via Suzuki cross-coupling and Cadogan cyclization using commercially available or easily preparable starting materials. The developed method is compatible with electron neutral, rich or deficient substrates. The synthetic utility of this method was demonstrated by the concise syntheses of four natural products (glycozoline, glycozolicine, glycozolidine and clausenalene).

Acid-catalyzed condensation of 2,2′-diamino-1,1′-biaryls for the synthesis of benzo[c]carbazoles

2,2′-Diamino-1,1′-biaryls were found to undergo ring-closure condensation reaction to afford benzo[c]carbazoles in good to excellent yield. Coupled with the synthesis of 2,2′-biaryldiamines from diaryl hydrazides via [3,3]-sigmatropic rearrangement, it constitutes a new efficient synthetic method for benzo[c]carbazoles and related compounds.

Acid-catalyzed rearrangement of diaryl hydrazides for the efficient synthesis of functionalized 2,2′-diamino-1,1′-biaryls

Diaryl hydrazides prepared from the Pd(0)- or Cu(I)-catalyzed coupling reactions of aryl hydrazides and aryl halides underwent the acid-catalyzed rearrangements to a series of previously unknown 2,2′-diaminobiaryls in good overall yields. The mildness of the reaction conditions allows the presence of various functional groups.