67213-84-7

Upstream product

• 62-53-3 aniline 
• 103-71-9 phenyl isocyanate 
• 6328-17-2 Phthalonsaeure-anhydrid 
• 528-46-1 phthalonic acid 
• 183489-00-1 1,3-Dioxo-2-phenyl-1,2,3,4-tetrahydro-isoquinoline-4-carboxylic acid ethyl ester 
• 703-59-3 homophthalic anhydride 
• 155958-09-1 N-phenyl-3-hydroxyisobenzofuran-1-one-3-carbamide 
• 4494-54-6 N-phenylhomophthalimide 
• 183489-16-9 4-Benzoyloxy-1,3-dioxo-2-phenyl-1,2,3,4-tetrahydro-isoquinoline-4-carboxylic acid ethyl ester 
• 521-73-3 isoquinoline-1,3,4-trione 
• 71-43-2 benzene 
• 959362-40-4 2-anilinooxalyl-benzoic acid 

Downstream Products

• 520-03-6 N-phenylphthalimide 
• 1448156-65-7 C₂₁H₁₈N₂O₄ 
• 4494-54-6 N-phenylhomophthalimide 

Relevant academic research and scientific papers

Synthesen mit Nitrilen, 85. Mitt.: Ueber 4-Dicyanmethylen- und 4-Tricyanpropyliden-homophthalimide

Addition of tetracyanoethylene to the 1,2,3,4-tetrahydro-isoquinoline-1,3-diones 1a-d yields 4-(dicyanomethylene)-1,2,3,4-tetrahydro-isoquinoline-1,3-diones 3 or 4-(2-amino-1,1,3-tricyano-3-propylidene)-1,2,3,4-tetrahydro-1,3-diones 4 depending on the sub

Organocatalytic Enantioselective Construction of Acyclic N,N-Acetals via Aza-Addition of Arylamines to Ketimines

A chiral phosphoric acid catalyzed enantioselective aza-addition of arylamines to ketimines has been developed for the construction of chiral acyclic N,N-acetal motifs. Under the standard conditions, arylamines reacted smoothly with ketimines from isoquinoline-1,3-dione to afford a series of acyclic N,N-acetals in 82–99% yield with 80–96% ee. (Figure presented.).

Enantioselective synthesis of isoquinoline-1,3(2: H,4 H)-dione derivatives via a chiral phosphoric acid catalyzed aza-Friedel-Crafts reaction

A highly enantioselective aza-Friedel-Crafts reaction of structurally new ketimines with indoles and pyrrole is developed by using a chiral phosphoric acid as the catalyst. This protocol enables the first enantioselective synthesis of isoquinoline-1,3(2H,

Isoquinoline-1,3,4-trione derivative and preparation method thereof

The invention discloses an isoquinoline-1,3,4-trione derivative and a preparation method thereof. The method is characterized in that the isoquinoline-1,3,4-trione derivative is prepared through a reaction of a 3-amino-4-cyano-2-substituted isoquinoline-1-one derivative used as a substrate and an aqueous solution of tert-butyl hydroperoxide at 60-80 DEG C in an organic solvent with copper salt as a catalyst. The method can be used for obtaining multiple isoquinoline-1,3,4-trione derivatives at a high yield, and has the advantages of mild reaction conditions, simplicity in operation and post-treatment, and suitableness for large-scale production.

ISOQUINOLINE -1,3,4-TRIONE, THE SYNTHETIC METHOD AND THE USE THEREOF

The invention relates to various substituted isoquinoline-1,3,4-trione, the synthetic method thereof and the use for treating neurodegenerative diseases, especially as the medicine for Alzhermer's disease, apoplexy and brain ischemic injuries. The compound is represented by the following structure formula: Wherein substituents R1 can be one, two or three groups optionally selected from the group consisting of H; alkyl; hydroxyl; alkyl substituted by the groups including halogen, alkoxyl or hydroxyl; alkoxyl or alkylamino substituted by the groups including halogen, alkoxyl or hydroxyl; C2-C6 alkenyl substituted by oxygen or amine; C3-C6 cycloalkyl; substituted aryl; benzyl; alkanoyl; alkanoyl substituted by the groups including halogen, alkoxyl or hydroxyl; C2-C6 enoyl; C3-C6 cycloalkanoyl; tert-butoxycarbonyl; benzoyl; benzoyl substituted by one, two or three groups including alkylamino; benzylacyl; benzylacyl substituted by one, two or three groups including alkylamino; thienoyl; adamantylcarbonyl; mandeloyl; alkoxyl; alkylamino; cycloalkoxyl; cycloalkylamino; amino; acylamino; alkyloxycarbonyl; cycloalkoxycarbonyl; alkanoylxy; alkanoylamino; cycloalkyanoylxy; cycloalkanoylamino; ureido; urenylene; alkanoyl; nitro; carboxyl; R2 is H; alkyl; alkyl or C1-C4 cycloalkyl substituted by the groups including halogen, alkoxyl or hydroxyl; C2-C6 alkenyl; aryl; substituted aryl; X is H, CH2, NH, O, or S; Y is CH, or N.

On the reactions of 1,3-isoquinolinediones with singlet oxygen

Reactions of 1,3-isoquinolinediones 5 and 4-alkylated 1,3- isoquinolinediones 13 with singlet oxygen are entirely dominated by their enolization and proceed smoothly in benzene in the presence of pyridine as a base and a hydrogen bond acceptor. The products are triketones 6 and benzoisofuranones 7 for 5, and hydroperoxides 14, hydroxides 15 and benzoisofuranones 16 for 13. It was found that hydrolysis of 6 afforded the isoindolones 8 and not products 7, whereas alkaline cleavage of the hydroperoxide 14a yielded not only 16a, but also the isoindolone 19a, In view of these observations, an unusual [4+2] cycloaddition of the electron-rich enol 21 with singlet oxygen is proposed to be responsible for the formation of products 7 and 16, while products 6, 14 and 15 arise from both the [4+2] cycloaddition and the usual Schenck ene reaction pathways. This special diene reactivity of the isoquinolinone system towards singlet oxygen is further interpreted by frontier molecular orbital (FMO) interaction considerations.

Dye-sensitized photooxygenations of 1,3-isoquinolinediones

Singlet oxygen reactions of 1,3-isoquinolinediones 1a-1e could be sensitized by the anionic sensitizer Rose Bengal (RB) in methanol or by tetraphenylporphin (TPP) in the presence of pyridine as a base and a consolvent in benzene. The products are the corr

1,3,4(2H)-Isoquinolinetrione Herbicides: Novel Redox Mediators of Photosystem I

A series of 1,3,4(2H)-isoquinolinetriones have found to be fast-acting post-emergence herbicides, producing symptoms of desiccation. These redox-active compounds are very potent stimulators of the light-dependent consumption of oxygen at photosystem I in

On the Photochemical Reactivity of Phthalonimide

The occurence of an electrophilic phthalonimidyl radical is proposed to account for the N-arylation products obtained by irradiation of phthalonimide in benzene in the presence of an amine and oxygen.Normal carbonyl reactivity is observed in the photochemical reactions of phthalonimide with furan (oxetane formation) and hydrogen donors (photoreduction).