1903-94-2

Usage

Uses

Used in Pharmaceutical Synthesis:
9H-Carbazole-1-carboxaldehyde is used as a key intermediate in the synthesis of pharmaceuticals for its ability to form a variety of complex organic molecules, contributing to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Production:
9H-Carbazole-1-carboxaldehyde is used as a building block in the production of agrochemicals, such as pesticides and herbicides, due to its reactivity and potential to create effective compounds for agricultural use.
Used in Dye Synthesis:
9H-Carbazole-1-carboxaldehyde is used as a precursor in the synthesis of dyes, taking advantage of its chemical properties to create a range of colored compounds for various applications.
Used in Sensor Development:
9H-Carbazole-1-carboxaldehyde is used as a component in the development of sensors due to its fluorescence properties, which can be harnessed to create sensitive and selective detection systems for various analytes.
Used in Optoelectronic Devices:
9H-Carbazole-1-carboxaldehyde is used in the development of optoelectronic devices, such as organic light-emitting diodes (OLEDs) and solar cells, leveraging its fluorescent and electronic properties to improve device performance.
Used in Biological Research:
9H-Carbazole-1-carboxaldehyde is studied for its potential biological activities, including antitumor and anti-inflammatory effects, which may lead to the discovery of new therapeutic agents for the treatment of various diseases.

Upstream product

• 67-66-3 chloroform 
• 86-74-8 9H-carbazole 
• 6510-65-2 1-methyl-9H-carbazole 
• 87199-16-4 3-Formylphenylboronic acid 
• 88-73-3 2-Chloronitrobenzene 
• 1181294-97-2 3-formyl-2’-nitrobiphenyl 

Downstream Products

• 6311-19-9 9H-carbazole-1-carboxylic acid 
• 86-74-8 9H-carbazole 

Relevant academic research and scientific papers

Solvent-free synthesis of δ-carbolines/carbazoles from 3-nitro-2-phenylpyridines/2-nitrobiphenyl derivatives using DPPE as a reducing agent

A green and efficient preparation of functionalized δ-carbolines/ carbazoles via reductive ring closure by 1,2-bis(dipenylphosphino)ethane under solvent-free conditions is described. The starting materials 3-nitro-2-phenylpyridines/2-nitrobiphenyl derivatives are readily prepared through Suzuki-Miyaura cross-coupling reaction from commercially available compounds. And the polar by-product ethane-1,2-diylbis(diphenylphosphine oxide) is easily removed from the relatively polar reaction mixture. Various substituted δ-carbolines/carbazoles are obtained in acceptable yields. It is particularly worth mentioning that substrates with electron-withdrawing groups (EWG) also give the desired products in good yield.

Microbial transformation of selected carbazole derivatives

A strain of Pseudomonas aeruginosa and another of Aspergillus fumigatus are found to have the ability to degrade carbazole derivatives. These strains show different specificities for growth on 1- and 3-methylcarbazoles and accumulate forraylcarbazoles as end products in low yields. Pseudomonas species degrade 1- and 3-formylcarbazoles to the corresponding carboxylic acid derivatives which in turn are decarboxylated to carbazole in high yields. This strain also biotransforms the N-acetylcarbazoles (8, 9 and 10) and the respective deacetyl-derivatives (7,2 and 11) are obtained in good yields. This study provides an evidence in favour of the suggested biotransfonnation of 3-methylcarbazole to carbazole via 3-formylcarbazole and carbazole-3-carboxylic acid in the plants.

Photochemical formylation of carbazole and diphenylamine

Carbazole (1) and diphenylamine (7) undergo photo-chemical formylation in chloroform solution to furnish the corresponding formyl derivatives 2, 3 and 8, 9 respectively. The reaction has been successfully extended to 1-methylcarbazole (4) to yield formyl derivatives 5 and 6.