1436432-55-1

Basic information

• Product Name: 3-hydroxy-4-p-tolylquinolin-2(1H)-one
• Synonyms: 3-hydroxy-4-p-tolylquinolin-2(1H)-one
• CAS NO: 1436432-55-1
• Molecular Weight: 251.285
• Mol File: 1436432-55-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-hydroxy-4-p-tolylquinolin-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-hydroxy-4-p-tolylquinolin-2(1H)-one(1436432-55-1)
• EPA Substance Registry System: 3-hydroxy-4-p-tolylquinolin-2(1H)-one(1436432-55-1)

Safety Data

• Hazardous Substances Data: 1436432-55-1(Hazardous Substances Data)

Upstream product

• 5720-05-8 4-methylphenylboronic acid 
• 176170-14-2 4-bromo-3-hydroxyquinolin-2(1H)-one 
• 93002-02-9 ethyl 3-hydroxy-2-oxo-1,2-dihydro-quinoline-4-carboxylate 
• 26386-86-7 3-hydroxyquinolin-2(1H)-one 
• 21267-23-2 ethyl diazo(3-hydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)acetate 
• 91-56-5 indole-2,3-dione 
• 13422-78-1 3-oxo-3-p-toluoylpropanoic acid 
• 62-53-3 aniline 
• 3422-75-1 3-oxo-N-phenyl-3-(p-tolyl)propanamide 

Relevant articles and documents

Ring-expansion reaction of isatins with ethyl diazoacetate catalyzed by dirhodium(II)/DBU metal-organic system: En route to viridicatin alkaloids

We present here the NHC-dirhodium(II)/DBU-catalyzed ring expansion reaction of isatins with ethyl diazoacetate. This new one-pot protocol yields the ethyl 3-hydroxy-2(1H)-oxoquinoline-4-carboxylate core, regioselectively and in good to excellent yields. A DFT mechanistic study indicates metallocarbene formation between the 3-hydroxyindole-diazo intermediate and the dirhodium(II) complex to be the rate-limiting step of the reaction. The synthesized ethyl 3-hydroxy-2(1H)-oxoquinoline-4-carboxylate core could be readily converted to viridicatin alkaloids, in yields up to 80 % by a microwave-assisted Suzuki-Miyaura cross coupling of the 3-hydroxy-4-bromoquinolin-2(1H)-one with arylboronic acid. Copyright