53348-90-6

Basic information

• Product Name: 4-(2-Oxoindolin-5-yl)benzaldehyde
• Synonyms: 4-(2-Oxoindolin-5-yl)benzaldehyde;4-(Benzofuran-2-yl)benzaldehyde
• CAS NO: 53348-90-6
• Molecular Formula: C₁₅H₁₀O₂
• Molecular Weight: 222.24
• Mol File: 53348-90-6.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-(2-Oxoindolin-5-yl)benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-Oxoindolin-5-yl)benzaldehyde(53348-90-6)
• EPA Substance Registry System: 4-(2-Oxoindolin-5-yl)benzaldehyde(53348-90-6)

Safety Data

• Hazardous Substances Data: 53348-90-6(Hazardous Substances Data)

Upstream product

• 271-89-6 1-benzofurane 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 
• 1122-91-4 4-bromo-benzaldehyde 
• 98437-24-2 benzofuran-2-boronic acid 

Downstream Products

• 57045-48-4 4-cyano-4'-(benzo[b]furan-2-yl)-stilbene 
• 1025874-83-2 (S)-2-{[1-(4-Benzofuran-2-yl-phenyl)-meth-(E)-ylidene]-amino}-3-phenyl-propionic acid ethyl ester 

Relevant articles and documents

Room Temperature C-H Arylation of Benzofurans by Aryl Iodides

A robust method of room temperature direct arylation for benzofuran is reported. This discovery allows for mild arylation by commercially available aryl iodides with complete C-2 regioselectivity and tolerates a range of functional groups, including heat sensitive groups. Mechanistically, a Heck-type oxyarylation product from a direct arylation process is reported as a key piece of evidence for a carbopalladation intermediate.

Direct arylation of benzo[b]furan and other benzo-fused heterocycles

The direct arylation of benzo[b]furan, benzo[b]thiophene, and indole has been studied by using aromatic bromides as the aryl source. The protocol employing common reagents and a Pd catalyst has led to the regioselective arylation of these heterocycles at the 2-position. A range of functional groups were tolerated, providing quick access to a variety of arylated benzo-fused heterocycles that would be accessible more elaborately using classical synthetic strategies. This is the first systematic study of the direct arylation of benzo[b]-furan.

Palladium/tetraphosphine catalyzed suzuki cross-coupling of heteroarylboronic acids with aryl halides

(Chemical Equation Presented) cis,cis,cis-1,2,3,4- Tetrakis(diphenylphosphinomethyl)cyclopentane/[PdCl(C3H 5)]2 efficiently catalyses the Suzuki reaction of heteroarylboronic acids with aryl bromides and also the coupling of arylboronic acids with heteroaryl bromides. The coupling of thiophene- or benzothiopheneboronic acids, furan- or benzofuranboronic acids and 3-pyridineboronic acid with a variety of aryl bromides gave the corresponding coupling products in good yields. However, in most cases, better results in terms of ratio substrate/catalyst were obtained for the reverse reaction using heteroaryl bromides with arylboronic acids.