1220531-63-4

Basic information

• Product Name: 6-bromo-2-phenylchroman-4-one
• Synonyms: 6-bromo-2-phenylchroman-4-one
• CAS NO: 1220531-63-4
• Molecular Weight: 303.155
• Mol File: 1220531-63-4.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 6-bromo-2-phenylchroman-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-bromo-2-phenylchroman-4-one(1220531-63-4)
• EPA Substance Registry System: 6-bromo-2-phenylchroman-4-one(1220531-63-4)

Safety Data

• Hazardous Substances Data: 1220531-63-4(Hazardous Substances Data)

Upstream product

• 536-74-3 phenylacetylene 
• 1761-61-1 5-bromosalicyclaldehyde 
• 102-92-1 Cinnamoyl chloride 
• 140-10-3 (E)-3-phenylacrylic acid 
• 1218-22-0 (E)-1-(5-bromo-2-hydroxyphenyl)-3-phenylprop-2-en-1-one 
• 1450-75-5 5-Bromo-2-hydroxyacetophenone 
• 100-52-7 benzaldehyde 
• 51483-92-2 6-bromo-1-benzopyran-4(4H)-one 
• 98-80-6 phenylboronic acid 
• 7726-95-6 bromine 
• 108-24-7 acetic anhydride 
• 487-26-3 Flavanone 
• 39729-11-8 2'-hydroxychalcone dibromides 
• 1218-22-0 3-phenyl-1-(2'-hydroxy-5'-bromophenyl)-2-propen-1-one 

Downstream Products

• 1222-12-4 6-bromo-3-hydroxy-2-phenyl-4H-chromen-4-one 
• 107917-81-7 3,6-dibromo-Flavone 
• 78115-52-3 6-Bromo-3-methylene-2-phenyl-chroman-4-one 
• 1218-80-0 6-bromoflavone 

Relevant articles and documents

Organocatalytic Approach for Assembling Flavanones via a Cascade 1,4-Conjugate Addition/oxa-Michael Addition between Propargylamines with Water

A DBU-catalyzed one-pot cascade reaction of propargylamines and water for the synthesis of flavanones has been developed. This process proceeds via a sequence of 1,4-conjugate addition of water to alkynyl o-quinone methide (o-AQM), followed by the alkyne-allene isomerization and subsequent intramolecular oxa-Michael addition. This strategy provides a convenient method for accessing a broad range of flavanones in good to excellent yields with good functional-group tolerance, in particular, the reactive halo functional groups.

Fast and efficient synthesis of flavanones from cinnamic acids

A fast and efficient synthesis of flavanones from cinnamic acids in three steps has been developed. First, the cinnamic acid was converted to cinnamyol chlorides using SOCl2. The acid chlorides were then treated with substituted phenols in BF3· OEt2to furnish corresponding chalcones in 42(75% yields. Base-catalyzed cyclization of the chalcones at room temperature afforded corresponding flavones in 85–95% yields. The conversion of the cinnamic acid derivatives to corresponding chalcones was found to be sensitive to the position and nature of the substituents on the aromatic rings.

Synthetic approach to flavanones and flavones via ligand-free palladium(ii)-catalyzed conjugate addition of arylboronic acids to chromones

The remarkable catalytic effects of Fe(OTf)3 in the context of the Pd(ii)-catalyzed conjugate addition of arylboronic acids to chromones were observed to yield a variety of flavanones under mild conditions. The addition of catalytic amounts of DDQ and KNO2 to the reactions exclusively yielded flavone analogs. The reaction scope for the transformation was fairly broad, affording good yields of a wide range of flavanones and flavones, which are privileged structures in many biologically active compounds.