19348-61-9

Basic information

• Product Name: 2-(quinolin-8-yl)-isoindoline-1,3-dione
• Synonyms: 2-(quinolin-8-yl)-isoindoline-1,3-dione
• CAS NO: 19348-61-9
• Molecular Weight: 274.279
• Mol File: 19348-61-9.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 2-(quinolin-8-yl)-isoindoline-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(quinolin-8-yl)-isoindoline-1,3-dione(19348-61-9)
• EPA Substance Registry System: 2-(quinolin-8-yl)-isoindoline-1,3-dione(19348-61-9)

Safety Data

• Hazardous Substances Data: 19348-61-9(Hazardous Substances Data)

Upstream product

• 85-44-9 phthalic anhydride 
• 578-66-5 8-amino quinoline 

Downstream Products

• 88-96-0 phthalamide 
• 84-66-2 Diethyl phthalate 
• 33757-48-1 N-quinolin-8-yl-benzamide 
• 723259-89-0 2-iodo-N-(quinolin-8-yl)benzamide 
• 1604839-42-0 4-ethyl-3-phenyl-2-(quinolin-8-yl)isoquinolin-1(2H)-one 
• 1604839-33-9 3,4-diphenyl-2-(quinolin-8-yl)isoquinolin-1(2H)-one 
• 1604839-69-1 2-(quinolin-8-yl)-3,4-di-p-tolylisoquinolin-1(2H)-one 

Relevant articles and documents

Catalytically Relevant Intermediates in the Ni-Catalyzed C(sp2)-H and C(sp3)-H Functionalization of Aminoquinoline Substrates

This Article describes the synthesis and characterization of cyclometalated aminoquinoline NiII σ-aryl and σ-alkyl complexes that have been proposed as key intermediates in Ni-catalyzed C-H functionalization reactions. These NiII complexes serve as competent catalysts for the C-H functionalization of aminoquinoline derivatives with I2. They also react stoichiometrically with I2 to form either aryl iodides or β-lactams within minutes at room temperature. Furthermore, they react with AgI salts at -30 °C to afford isolable five-coordinate NiIII species. The NiIII σ-aryl complexes proved inert toward C(sp2)-I bond-forming reductive elimination under all conditions examined (up to 140 °C in DMF). In contrast, a NiIII σ-alkyl analogue underwent C(sp3)-N bond-forming reductive elimination at 140 °C in DMF to afford a β-lactam product. However, despite the ability of this latter NiIII species to participate in stoichiometric product formation, the complex was not a competent catalyst for β-lactam formation. Overall, these results suggest against the intermediacy of NiIII species in these C-H functionalization reactions.

Cobalt-Catalyzed Regioselective Carboamidation of Alkynes with Imides Enabled by Cleavage of C-N and C-C Bonds

Through the oxidative addition of cobalt into the N-C(O) bond of phthalimide and the subsequent decarbonylation, we describe an efficient cobalt-catalyzed intermolecular decarbonylative carboamidation of alkynes. High regioselectivities have been achieved for unsymmetrical alkynes (including aryl-alkyl or aryl-aryl) to deliver polysubstituted isoquinolones. To facilitate step economy, a three-component decarbonylative carboamidation of alkynes with phthalic anhydrides and amines has been demonstrated using the current cobalt catalysis.

Unmasking Amides: Ruthenium-Catalyzed Protodecarbonylation of N-Substituted Phthalimide Derivatives

The unprecedented transformation of a wide range of synthetically appealing phthalimides into amides in a single-step operation has been achieved in high yields and short reaction times using a ruthenium catalyst. Mechanistic studies revealed a unique, homogeneous pathway involving five-membered ring opening and CO2 release with water being the source of protons.