905556-47-0

Upstream product

• 59046-72-9 o-(phenylethynyl)benzaldehyde 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 1186207-78-2 ethyl 2-(1,2-dihydro-2-(4-methoxyphenyl)-3-phenylisoquinolin-1-yl)-2-hydroxyacetate 
• 14959-65-0 2-(4-methoxyphenyl)-3-phenylisoquinolin-1(2H)-one 
• 1011294-21-5 2-(4-methoxyphenyl)-3-phenyl-1-(2-phenylethynyl)-1,2-dihydroisoquinoline 

Relevant academic research and scientific papers

Regioselective synthesis of functionalized dihydroisoquinolines from: O -alkynylarylaldimines via the Reformatsky reaction

A novel approach for the synthesis of functionalized 1,2-dihydroisoquinolines from o-alkynylarylaldimines via the Reformatsky reaction without the aid of an external Lewis acid has been described. The chemistry involves the dual role of the Reformatsky reagent which has been generated in situ in the reaction. We propose that one molecule of the Reformatsky reagent is being utilised for the activation of alkynes, whereas the second molecule acts as a nucleophile on the iminium carbon. This synthetic pathway has high functional group tolerance, and can be utilized on a gram scale. The proposed mechanistic pathway is well supported by the control experiments. The 1,2-dihydroisoquinoline derivatives showed up to 90% inhibition of the strand transfer activity of the HIV integrase enzyme.

Silver-catalyzed tandem cycloisomerization/hydroarylation reactions and mechanistic investigations for an efficient access to 1,2-dihydroisoquinolines

An efficient silver-catalyzed tandem reaction for the formation of 1,2-dihydroisoquinoline derivatives is herein reported. Highly functionalized multiheterocyclic scaffolds are accessible in a straightforward manner using readily accessible starting materials under mild conditions. This methodology offers an attractive route for the synthesis and development of a biologically relevant new heterocyclic pharmacophore, merging the biological activities of isoquinolines with those of various nitrogen-containing heterocycles (indoles, pyrroles) incorporated during the tandem reaction. Mechanistic investigations were also conducted along with a large scope and limitation study, modifying various sites of this pharmacophore.