256491-10-8

Basic information

• Product Name: 2, 4-diphenyl-9H-carbazole
• Synonyms: 2, 4-diphenyl-9H-carbazole
• CAS NO: 256491-10-8
• Molecular Weight: 319.406
• Mol File: 256491-10-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2, 4-diphenyl-9H-carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2, 4-diphenyl-9H-carbazole(256491-10-8)
• EPA Substance Registry System: 2, 4-diphenyl-9H-carbazole(256491-10-8)

Safety Data

• Hazardous Substances Data: 256491-10-8(Hazardous Substances Data)

Upstream product

• 120-72-9 indole 
• 70-11-1 α-bromoacetophenone 
• 5153-67-3 nitrostyrene 
• 98-86-2 acetophenone 
• 221044-05-9 N-(2-pyrimidyl)indole 
• 536-74-3 phenylacetylene 

Relevant articles and documents

Metal-Free Indole-Phenacyl Bromide Cyclization: A Regioselective Synthesis of 3,5-Diarylcarbazoles

A metal-free, simultaneous triple C-C coupling cyclization reaction between phenacyl bromides and indoles is discovered in a highly regioselective fashion to furnish 3,5-diarylcarbazoles. DMAP is utilized as the only reagent for the unusual and rapid cyclization reaction to furnish all new carbazole compounds through installation of a great diversity of substituents. A plausible radical mechanism for the new reaction is predicted by conducting various control experiments, competitive reactions, furoindole formation, and ESI-MS analyses of the ongoing cyclization reaction.

Indole-to-Carbazole Strategy for the Synthesis of Substituted Carbazoles under Metal-Free Conditions

An efficient indole-to-carbazole strategy has been developed under metal-free conditions. This carbazole formation was highly promoted by NH4I with high regioselectivity through formal [2 + 2 + 2] annulation of indoles, ketones, and nitroolefins. It thus conveniently enabled the assembly of a large number of diversified carbazole products with good tolerance of a broad range of functional groups.

Gold-catalyzed sequential alkyne activation: One-pot synthesis of NH-carbazoles via cascade hydroarylation of alkyne/6-endo-dig carbocyclization reactions

A simple and efficient one-pot protocol for the synthesis of NH-carbazoles has been described. The strategy comprises a one-pot reaction involving the treatment of 2-alkynyl indoles with arylacetylenes in the presence of an Au-Ag combination catalyst. The salient feature of the strategy involves sequential activation of terminal and internal alkynes leading to the cascade hydroarylation of terminal alkynes and 6-endo-dig carbocyclization reactions. The generality of the method has been demonstrated by using a series of 2-alkynyl indoles and arylacetylenes.