2289-04-5

Upstream product

• 87895-23-6 α,o-dicyano-β-ethoxystilbene 
• 10034-85-2 hydrogen iodide 
• 88-67-5 2-Iodobenzoic acid 
• 935-02-4 3-Phenyl-2-propynonitrile 
• 75-05-8 acetonitrile 
• 494747-17-0 tert-butyl 2-(phenylethynyl)benzoate 
• 1084-95-3 2-(2'-phenylethynyl)benzoic acid 
• 118520-78-8 4-iodo-3-phenyl-1H-isochromen-1-one 
• 88180-65-8 isopropyl 2-(2-phenylethynyl)benzoate 
• 110166-71-7 ethyl 2-(phenylethynyl)benzoate 
• 33578-05-1 methyl 2-(phenylethynyl)benzoate 
• 100-52-7 benzaldehyde 
• 56114-27-3 2-(1-cyano-2-phenyl-vinyl)-benzoic acid 
• 98-88-4 benzoyl chloride 

Downstream Products

• 4809-08-9 3-phenyl-isocoumarin 
• 87895-22-5 1-hydroxy-3-phenyl-isoquinoline-4-carbonitrile 
• 87895-22-5 1-oxo-3-phenyl-1,2-dihydroisoquinoline-4-carbonitrile 

Relevant academic research and scientific papers

A Facile Transition Metal-Free Ionic Liquid [BMIM]OH Mediated Regio- and Stereoselective Hydrocarboxylation of Alkynylnitriles

We report an efficient and straight forward access to nitrile substituted enol esters via ionic liquid [BMIM]OH mediated hydrocarboxylation of alkynylnitriles under mild conditions. This atom economical transition metal-free protocol gives an easy access to a variety of such enol esters with excellent regio and Z-stereoselectivity. Reusability of [BMIM]OH without losing of significant amount of yield is another noticeable feature of this article.

Copper-Catalyzed Acyloxycyanation of Alkynes with Acetonitrile: Regioselective Construction of Cyclic Acrylonitriles by 6-endo or 5-exo Cyclization

An efficient difunctionalization of alkynes by tandem iodolactonization and copper-catalyzed cyanation using acetonitrile as a cyanating reagent is reported for the first time. This approach can afford cyano-containing isocoumarin or phthalide derivatives

Heterocyclic Imines and Amines. Part 19. Isoquinoline and Other Products from α,o-Dicyanostilbene and Basic Reagents

α,o-Dicyanostilbene (1) was cleaved by hydrazine or hydroxylamine under mildly acid conditions to o-cyanobenzyl cyanide (2) and benzaldehyde, isolated as derivatives.Sodamide with compound (1) gave 1-amino-4-cyano-3-phenylisoquinoline: alkoxides similarly gave the 1-alkoxy compounds, the presumed intermediate 3,4-dihydroisoquinoline from the methoxide reaction being isolated and separately dehydrogenated.Acid hydrolysis of the 1-ethoxy compound gave the known 4-cyano-3-phenylisoquinolin-1(2H)-one.With the anion of o-cyanobenzyl cyanide, compound (1) gave a 1-amino-4-cyano-3-(2-substituted phenyl)isoquinoline, which was oxidised to 1-amino-4-cyano-3-(2-carboxyphenyl)isoquinoline.The latter lost water at 210 deg C to give yellow 12-cyano-5-iminoisoindoloisoquinolin-7(5H)-one, closely related to known compounds.