34497-10-4

Upstream product

• 18630-88-1 3-chloro-2-methyl-1-isoquinolone 
• 71-43-2 benzene 
• 82632-43-7 Methyl-[1-[2-((E)-styryl)-phenyl]-meth-(E)-ylidene]-amine 
• 120347-59-3 2-(N-t-methyliminomethyl)-trans-stilbene 
• 1775-61-7 methyl N-methylbenzimidate 
• 703-59-3 homophthalic anhydride 
• 21737-87-1 N-methyl benzimidoyl chloride 
• 145104-24-1 N-Methyl-N-(2-trimethylsilanylmethyl-benzoyl)-benzamide 
• 188674-64-8 N-[2-(Bis-trimethylsilanyl-methyl)-benzoyl]-N-methyl-benzamide 
• 7742-74-7 3-chloroisoquinolin-1(2H)-one 
• 142338-01-0 N-benzoyl-N,2-dimethylbenzamide 
• 142338-02-1 N-(2-Bromomethyl-benzoyl)-N-methyl-benzamide 
• 52095-44-0 (E)-2-styrylbenzaldehyde 
• 118-90-1 ortho-methylbenzoic acid 

Downstream Products

• 21868-89-3 1,2,3,4-Tetrahydro-2-methyl-3-phenylisoquinolin-1-one 
• 1352287-29-6 4-hydroxymethyl-2-methyl-3-phenyl-2H-isoquinolin-1-one 
• 1352287-44-5 4-methoxymethyl-2-methyl-3-phenyl-2H-isoquinolin-1-one 
• 1352287-47-8 4-ethoxymethyl-2-methyl-3-phenyl-2H-isoquinolin-1-one 
• 1352287-50-3 2-methyl-3-phenyl-4-propoxymethyl-2H-isoquinolin-1-one 
• 1352287-51-4 4-isopropoxymethyl-2-methyl-3-phenyl-2H-isoquinolin-1-one 
• 1352287-54-7 4-isobutoxymethyl-2-methyl-3-phenyl-2H-isoquinolin-1-one 
• 1352287-57-0 4-(2-hydroxy-ethoxymethyl)-2-methyl-3-phenyl-2H-isoquinolin-1-one 
• 1352287-60-5 4-(2-methoxy-ethoxymethyl)-2-methyl-3-phenyl-2H-isoquinolin-1-one 
• 1352287-63-8 4-(2-chloro-ethoxymethyl)-2-methyl-3-phenyl-2H-isoquinolin-1-one 
• 1352287-86-5 2-methyl-4-phenoxymethyl-3-phenyl-2H-isoquinolin-1-one 
• 1352287-89-8 4-(4-bromo-phenoxymethyl)-2-methyl-3-phenyl-2H-isoquinolin-1-one 
• 1352287-90-1 4-(4-isopropyl-phenoxymethyl)-2-methyl-3-phenyl-2H-isoquinolin-1-one 
• 1352287-97-8 2-methyl-3-phenyl-4-propylaminomethyl-2H-isoquinolin-1-one 

Relevant academic research and scientific papers

Gold vs Rhodium Catalysis: Tuning Reactivity through Catalyst Control in the C-H Alkynylation of Isoquinolones

A site-selective C-4/C-8 alkynylation of isoquinolones catalyzed by gold and rhodium complexes is reported. A broad range of synthetically useful functional groups (-F, -Cl, -Br, -CF3, -OMe, alkyl, etc.) were tolerated, providing an efficient a

Palladium complexes with an annellated mesoionic carbene (MIC) ligand: Catalytic sequential Sonogashira coupling/cyclization reaction for one-pot synthesis of benzofuran, indole, isocoumarin and isoquinolone derivatives

Two Pd(ii) complexes (1 and 2) featuring a fused π-conjugated imidazo[1,2-a][1,8]naphthyridine-based mesoionic carbene ligand have been synthesized and structurally characterized. Both complexes effectively catalyze the one-pot synthesis of benzofuran starting from phenylacetylene and 2-iodophenol under mild conditions. Complex 1 is found to be an excellent catalyst for the straightforward access to a library of benzofuran, indole, isocoumarin and isoquinolone derivatives by the reaction of terminal alkynes with 2-iodo derivates of phenol, N-methyl aniline, benzoic acid and N-methyl benzamide, respectively. The general utility of the catalytic method is demonstrated using a variety of diversely substituted terminal alkynes and the corresponding desired products are obtained in good to excellent yields. On the basis of control experiments, a two-cycle mechanism is proposed which involves the Sonogashira coupling of 2-iodo derivatives with alkynes and the subsequent cyclization of the corresponding 2-alkynyl compounds.

An organocatalyst bound α-aminoalkyl radical intermediate for controlled aerobic oxidation of iminium ions

A catalyst bound α-aminoalkyl radical intermediate from iminium is developed to control its formation and reactivity with aerobic oxygen. The influence of the catalyst was demonstrated via the ease of radical intermediate formation and its subsequent reactivity, including the first catalyst-controlled enantioselective aerobic oxidation with a chiral phosphite catalyst.

Method of catalyzing tandem reaction to synthesize isoquinolinone derivative in water phase

The invention provides a method of catalyzing tandem reaction to synthesize isoquinolinone derivative in water phase. In the method, the isoquinolinone derivative is synthesized in a one-pot manner that on the basis of 1 mol of 0.1-1 mol/L ortho-halogenated benzamide and 0.1-5 mol of a terminal alkyne, a reaction is carried out in a water phase under the effect of 0.001-1 mol of bivalent copper salt and phenanthroline catalysts in the presence of 0.5-6 mol of inorganic alkali or organic alkali, reaction temperature being 20-160 DEG C and reaction time being 1-50 h. In the method, the bivalent copper salt and phenanthroline can catalyze the reaction between the ortho-halogenated benzamide and the terminal alkyne in the water phase, wherein water serves as a solvent, so that the method is environment-friendly, and avoids usage of noble metals, high temperature reaction and the like reaction conditions. The method has simple operations and high yield, is safe and low-cost, is low in pollution and is suitable for various functional groups.

Catalytic Intramolecular Wittig Reaction Based on a Phosphine/Phosphine Oxide Catalytic Cycle for the Synthesis of Heterocycles

The catalytic intramolecular Wittig reactions of carbonyl-containing bromides are reported. The R3PO byproducts participate in the catalytic cycle; therefore, the Wittig reaction can be accomplished with only a catalytic amount of organophosphorus reagent. The reaction has also been applied to the efficient and selective synthesis of isoquinolin-1(2H)-ones, indoles, 2,3-dihydro-1H-2-benzazepin-1-ones, benzofurans, and 1,2-dihydroquinolines with a catalytic amount of phosphine oxide (0.1 equiv.) and a tetramethyldisiloxane/titanium isopropoxide [TMDS/Ti(OiPr)4] reductant system (yields: 35–88 %).

Catalyst Controlled Divergent C4/C8 Site-Selective C-H Arylation of Isoquinolones

The catalyst-controlled C4/C8 site-selective C-H arylation of isoquinolones using aryliodonium salts as the coupling partners was developed. The C4-selective arylation was successfully achieved via an electrophilic palladation pathway. A completely differ

Transition metal-free cascade reactions of alkynols to afford isoquinolin-1(2H)-one and dihydroisobenzofuran derivatives

Transition metal-free cascade reactions of alkynols with imines have been achieved using potassium tert-butoxide as catalyst. Switching the reaction solvent gives two kinds of products in good yield: isoquinolin-1(2H)-one derivatives and dihydroisobenzofuran derivatives. This approach was used to generate the natural product 8-oxypseudopalmatine in a two-step procedure from commercially available starting materials. Additionally, multicomponent reactions of alkynols, aldehydes, and amines were also successfully achieved to afford isoquinolin-1(2H)-one derivatives.

Solvent-switched benzylic methylene functionalization: Addition, ring-opening, cyclization, and unexpected cleavage of C-O and C-C bonds

Intermolecular benzylic methylene functionalization of exo-cyclic enol ethers has been achieved using imines as reagents and potassium tert-butoxide as the catalyst. Depending on the solvent used, the reaction proceeds by two pathways. In THF, an addition

Synthesis of functionalized isoquinolin-1(2H)-ones by copper-catalyzed α-arylation of ketones with 2-halobenzamides

Copper is key: A concise route to isoquinolin-1(2H)-ones from simple and readily available starting materials is provided by an efficient copper-catalyzed annulation of ketones with 2-halobenzamides. The method is applicable to a wide range of ketones con

Palladium-Catalyzed Synthesis of Isoquinolinones via Sequential Cyclization and N-O Bond Cleavage of N -Methoxy- o -alkynylbenzamides

A palladium-catalyzed controlled 6-endo-dig cyclization process has been developed for the chemoselective synthesis of isoquinolin-1-ones from N-alkoxy-o-alkynylbenzamides. The mechanism and scope of the reaction have also been investigated. Deuterium-labeling studies were used to confirm the intramolecular 1,5-hydrogen shift as a key step in the transformation. Georg Thieme Verlag Stuttgart · New York.