343232-24-6

Upstream product

• 77123-58-1 2-[2-(trimethylsilyl)ethynyl]benzaldehyde 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 1361106-96-8 N'-(2-((trimethylsilyl)ethynyl)-benzylidene)-4-methylbenzenesulfonohydrazide 
• 38846-64-9 2-ethynylbenzaldehyde 

Downstream Products

• 61001-36-3 2-phenyl-pyrazolo<5,1-a>isoquinoline 
• 36160-02-8 N-p-Toluenesulfonyliminoisoquinolinium Ylide 

Relevant academic research and scientific papers

[Cu(maloNHC)]-catalyzed synthesis of 2-aryl pyrazolo[5,1-a]isoquinolines by annulation of N′-(2-((trimethylsilyl)ethynyl)benzylidene)hydrazides with terminal aromatic alkynes

A [Cu(maloNHC)]-catalyzed synthesis of 2-aryl pyrazolo[5,1-a]isoquinolines via annulation of N′-(2-((trimethylsilyl)ethynyl)benzylidene)hydrazides with terminal aromatic alkynes was developed.

The Reactions of 2-Alkynylbenzaldehydes with Hydrazides: a Route to Isoquinoline N-Imines

Sulphonyl- and acyl-hydrazones of 2-ethynylbenzaldehyde cyclise in the presence of base to give isoquinoline N-imines in moderate yield.The suggested mechanism involves primapy formation of the hydrazone anion followed by nucleophilic attack on the alkyne bond, either by anionic nitrogen to give an unstable 3H-2,3-benzodiazepine which rearranges to the isoquinoline N-imine, or by the neutral imine nitrogen to give the isoquinoline system directly.Attempts to extend the reaction to the semicarbazone and 2,4-dinitrophenylhydrazone were not successful.