14959-66-1

Upstream product

• 77894-50-9 cis-4-hydroxy-3-(4-methylphenyl)-2-phenyl-3,4-dihydro-1(2H)-isoquinolone 
• 87-41-2 2-benzofuran-1(3H)-one 
• 2362-77-8 (4-methylbenzylidene)phenylamine 
• 13141-40-7 [2-(2-phenylethynyl)phenyl]methanol 
• 873-32-5 2-Chlorobenzonitrile 
• 23564-81-0 N-phenyl-2-(2-chlorophenyl)formamidine 
• 766-97-2 4-n-methylphenylacetylene 
• 62-53-3 aniline 

Relevant academic research and scientific papers

Nickel-Catalyzed Annulation of o-Haloarylamidines with Aryl Acetylenes: Synthesis of Isoquinolone and 1-Aminoisoquinoline Derivatives

An efficient method for the synthesis of substituted 1(2H)-isoquinolone derivatives via nickel-catalyzed annulation of substituted 2-halobenzamidines with aryl alkynes in the presence of water is described. Benzo[4,5]imidazo[2,1-a]isoquinolines were formed as the dominated products when dry dimethyl sulfoxide was used as the solvent. Furthermore, when benzyl substituted amidines were used as the substrates, debenzylation reaction occured to provide various 1-aminoisoquinoline products. (Figure presented.).

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.

A New Route to Diarylisoquinolones

The lithium salts derived from position 3 of phthalides react with Schiff's bases to form a mixture of cis- and trans-2,3-disubstituted 4-hydroxy-3,4-dihydro-1(2H)-isoquinolones, the former isomer predominating.Acid-catalysed dehydration of the alcohols gives 2,4-disubstituted 1(2H)-isoquinolones, as a result of aryl group migration, whilst the cis-isomers, with methanesulphonyl chloride-pyridine as dehydrating agent, produce the 2,3-disubstituted 1(2H)-isoquinolones.