183581-93-3

Usage

Derivative of indole

has a carbonitrile group and a phenylsulfonyl group attached to the 2-iodo position

Usage

commonly used in organic synthesis and medicinal chemistry as a building block for the synthesis of various pharmaceutical compounds and agrochemicals

Potential properties

has been studied for its potential antiproliferative and anticancer properties

Versatility

its structural features make it a versatile intermediate for the preparation of diverse organic molecules.

Upstream product

• 99532-56-6 1-(benzenesulfonyl)-1H-indole-3-carbonitrile 
• 98-09-9 benzenesulfonyl chloride 
• 26340-49-8 2-iodo-1H-indole 
• 5457-28-3 3-cyano-1H-indole 
• 490039-76-4 2-iodoindole-3-carbonitrile 

Downstream Products

• 99532-56-6 1-(benzenesulfonyl)-1H-indole-3-carbonitrile 

Relevant academic research and scientific papers

Carbopalladation of nitriles: Synthesis of 2,3-diarylindenones and polycyclic aromatic ketones by the Pd-catalyzed annulation of alkynes and bicyclic alkenes by 2-iodoarenenitriles

2-Iodobenzonitrile, its derivatives, and various heterocyclic analogues undergo palladium(O)-catalyzed annulation onto diarylacetylenes or bicyclic alkenes to afford 2,3-diarylindenones and polycyclic aromatic ketones in very good to excellent yields. This reaction represents one of the first examples of the addition of an organopalladium moiety to the carbon-nitrogen triple bond of a nitrile. The reaction is compatible with a number of functional groups. A reaction mechanism, as well as a model accounting for the electronic effects of substituents on the aromatic ring of the nitrile, is proposed.

Magnesiation of indoles with magnesium amide bases

1-Substituted indole derivatives are deprotonated with Hauser bases (R2NMgBr) or magnesium diamide [(R2N)2-Mg] to give magnesioindoles which are then reacted with electrophiles.