6005-12-5

Basic information

• Product Name: 2,3-diphenyl-4H-chromen-4-one
• Synonyms: 2,3-diphenyl-4H-chromen-4-one
• CAS NO: 6005-12-5
• Molecular Weight: 298.341
• Mol File: 6005-12-5.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 2,3-diphenyl-4H-chromen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-diphenyl-4H-chromen-4-one(6005-12-5)
• EPA Substance Registry System: 2,3-diphenyl-4H-chromen-4-one(6005-12-5)

Safety Data

• Hazardous Substances Data: 6005-12-5(Hazardous Substances Data)

Upstream product

• 4805-75-8 3-bromo-2,2-diphenyl-chroman-4-one 
• 451-40-1 phenyl benzyl ketone 
• 201230-82-2 carbon monoxide 
• 348-52-7 1-Fluoro-2-iodobenzene 
• 501-65-5 diphenyl acetylene 
• 118-55-8 phenyl Salicylate 
• 10268-61-8 4-methoxyphenyl 2-hydroxybenzoate 
• 69-72-7 salicylic acid 
• 21615-34-9 2-Methoxybenzoyl chloride 
• 108-95-2 phenol 
• 2491-31-8 2-hydroxy-deoxybenzoin 
• 100-44-7 benzyl chloride 
• 90-02-8 salicylaldehyde 
• 1072-85-1 o-fluorobromobenzene 

Downstream Products

• 855744-33-1 2,3-diphenyl-chromene-4-thione 

Relevant articles and documents

Iridium-Catalyzed and Ligand-Controlled Carbonylative Synthesis of Flavones from Simple Phenols and Internal Alkynes

Flavones are important natural products with diverse biological activities. In this study, a novel procedure for the carbonylative synthesis of flavones has been developed by using simple phenols and internal alkynes as the substrates. Various flavones were isolated in moderate to good yields with excellent regioselectivity and functional group tolerance by using an iridium catalyst system. Notably, this is the first example of direct carbonylative annulation of non-preactivated phenols and alkynes to produce flavones, with the choice of ligand proving to be critical for the success of this transformation.

Nickel-catalyzed CO/OH annulation of salicylate esters with alkynes: Activation of CO bond in Esters

The Ni-catalyzed CO/OH annulation of salicylate esters with alkynes, leading to the production of chromone derivatives is reported. The key step in the reaction is the cleavage of an acyl CO bond. The presence of a base is essential for the reaction to proceed.

One-Pot Domino Friedel-Crafts Acylation/Annulation between Alkynes and 2-Methoxybenzoyl Chlorides: Synthesis of 2,3-Disubstituted Chromen-4-one Derivatives

A highly regioselective synthesis of 2,3-disubstituted chromen-4-one derivatives is accomplished from readily available internal alkynes and 2-methoxybenzoyl chlorides. The reaction proceeds via a domino intermolecular Friedel-Crafts acylation/intramolecular vinyl carbocation trapping (or oxa-Michael addition)/demethylation reaction sequence. This Lewis acid promoted method features relatively mild reaction conditions to synthesize a variety of 2,3-disubstituted chromen-4-one derivatives in one pot with up to 93% yield. The chromen-2-one (coumarin) product was obtained when 2,6-dimethoxybenzoyl chloride was used as a starting material via an electrophilic aromatic substitution/rearrangement process.