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

• 532-32-1 sodium benzoate 
• 2491-31-8 2-hydroxy-deoxybenzoin 
• 93-97-0 benzoic acid anhydride 
• 1025-86-1 3-bromo-2-phenyl-chromen-4-one 
• 98-80-6 phenylboronic acid 
• 1072-85-1 o-fluorobromobenzene 
• 451-40-1 phenyl benzyl ketone 
• 201230-82-2 carbon monoxide 
• 90-02-8 salicylaldehyde 
• 501-65-5 diphenyl acetylene 
• 100-44-7 benzyl chloride 
• 108-95-2 phenol 
• 118-55-8 phenyl Salicylate 
• 10268-61-8 4-methoxyphenyl 2-hydroxybenzoate 

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.

Iridium-Catalyzed Aerobic Coupling of Salicylaldehydes with Alkynes: A Remarkable Switch of Oxacyclic Product

The iridium(III)/copper(II)-catalyzed dehydrogenative coupling of salicylaldehydes with internal alkynes proceeds efficiently under atmospheric oxygen through aldehyde C?H bond cleavage and decarbonylation. A variety of benzofuran derivatives can be synthesized by the environmentally benign procedure. DFT calculations suggest that this unique transformation involves the facile deinsertion of CO in the key metallacycle intermediate, which is in marked contrast to the corresponding rhodium(III) catalysis that leads to CO-retentive chromone derivatives.

Unified Approach to (Thio)chromenones via One-Pot Friedel-Crafts Acylation/Cyclization: Distinctive Mechanistic Pathways of β-Chlorovinyl Ketones

A facile synthetic method to chromenones and thiochromenones has been developed using a one-pot Friedel-Crafts acylation of alkynes with suitably substituted benzoyl chlorides. This unified approach to (thio)chromenones is readily applicable to aryl- and alkylalkynes where the stereochemically well-defined β-chlorovinyl ketone intermediates undergo distinctively different cyclization pathways. The ready availability of both starting materials, alkynes and benzoyl chlorides, coupled with the experimental simplicity makes the current synthetic method to (thio)chromenones fast, efficient, and practical.