108960-88-9

Upstream product

• 130831-47-9 3-chloro-2-methyl-4-phenyl-3,4-dihydro-2H-isoquinolin-1-one 
• 101118-74-5 2-(2-chloro-1-phenyl-vinyl)-benzoic acid methylamide 
• 110841-24-2 3-Hydroxy-2-methyl-4-phenyl-3,4-dihydro-2H-isoquinolin-1-one 
• 175857-53-1 N-diphenylphosphinoylmethyl-N-methyl-2-benzoylbenzamide 
• 113258-90-5 4-hydroxy-2-methyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline 
• 220474-68-0 2-iodobenzaldehyde-α-d₁ 
• 5398-11-8 3-phenylphthalide 
• 21921-91-5 2-Benzyl-N-methyl-benzamid 
• 4594-71-2 N-methylisocarbostyril 
• 591-50-4 iodobenzene 
• 66003-76-7 Diphenyliodonium triflate 
• 491-30-5 1-isoquinolone 
• 62-53-3 aniline 
• 1298108-49-2 2-methyl-4-phenylisoquinolinium iodide 

Downstream Products

• 110841-22-0 2-methyl-4-phenyl-1,2,3,4-tetrahydro-1(2H)-isoquinolone 
• 113454-58-3 2-methyl-4-phenyl-1,2-dihydro-isoquinoline 
• 28102-51-4 1,2,3,4-tetrahydro-2-methyl-4-phenylisoquinoline 

Relevant academic research and scientific papers

Synthesis of 4-Iodoisoquinolin-1(2 H)-ones by a Dirhodium(II)-Catalyzed 1,4-Bisfunctionalization of Isoquinolinium Iodide Salts

An efficient Rh2(II,II)-catalyzed reaction has been developed under mild conditions. This synthetic method proceeds through iodination/oxidation of readily available isoquinolinium iodide salts under aerobic conditions with good to excellent yields. 4-Iodoisoquinolin-1(2H)-ones are important building blocks for biologically and medicinally important compounds. The developed methodology was applied to the gram-scale synthesis of a key intermediate in the synthesis of the CRTH2 antagonist CRA-680.

Direct Pd(II)-Catalyzed Site-Selective C5-Arylation of 2-Pyridone Using Aryl Iodides

A straightforward Pd(II)-catalyzed general strategy was developed for the C5-selective arylation of the 2-pyridone core with easily available aryl iodides. The transformation was highly regioselective and accomplished with a wide scope and functional group tolerance. Silver nitrate played a crucial role in this direct site-selective arylation. The method was extended to synthesize biologically active molecules.

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

New reduction reaction of benzylic alcohols with acid and proof of the intermolecular hydride shift mechanism

The new reduction reaction of the hydroxy groups of 4-hydroxy-4-phenyl- 1,2,3,4-tetrahydroisoquinolines (1) to the corresponding alkanes (2) with mineral and Lewis acids is reported. A stereoselective intermolecular hydride shift mechanism of the reduction was proved by reaction of the deuterated derivatives (14 and 15) of 1a with 10N HCl-C2H5OH and BBr3 in CH3CN.

Stereoselective intermolecular hydride shift mechanism of the new reduction of benzylic alcohols with acid

A stereoselective intermolecular hydride shift mechanism of the new reduction reaction of the benzylic hydroxy group of 4-hydroxy-4-phenyl-1,2,3,4-tetrahydroisoquinoline (1) to the corresponding alkane (2) with acid was proved by reaction of the deuterated derivatives (5 and 6) of 1.

A new synthetic route to 2-alkyl-4-aryl-1(2H)-isoquinolones and 2-alkyl-4-aryl-1,2,3,4-tetrahydroisoquinolines

4-Aryl and heteroaryl-1(2H)-isoquinolones have been prepared by base promoted cyclization of phosphorylated o-aroyl and heteroaroyl benzamides. Subsequent reduction of the carbonyl and styryl functions of the annulated products has given rise to 4-aryl-1,2,3,4-tetrahydroisoquinolines.

An Efficint Synthesis of 4-Aryl-1,2,3,4-terahydroisoquinolines

A general synthesis of N-methyl-1,2,3,4-tetrahydroisoquinolines from 3-aryl phthalides is described.