475655-30-2

Usage

Core structure

1H-indole

Substituents

tert-butyl group at the 2-position, carbonitrile group at the 3-position

Usage

Synthesis of pharmaceuticals, agrochemicals, and other organic compounds

Potential

Building block for new drug development, studied for biological and pharmacological activities

Application

Intermediate in organic synthesis and chemical research.

Upstream product

• 2973-50-4 2-aminophenylacetonitrile 
• 3282-30-2 pivaloyl chloride 
• 5457-28-3 3-cyano-1H-indole 
• 84380-38-1 S-tert-butyl O-ethyl carbonodithioate 

Relevant academic research and scientific papers

Xanthate-Mediated Incorporation of Quaternary Centers into Heteroarenes

The xanthate-mediated addition of tertiary alkyl radicals to heteroarenes enabled the easy functionalization of heteroaromatic rings as well as more decorated structures, such as marketed drugs or agrochemicals. This work provides a synthetic tool for efficiently exploring the chemical space by allowing late-stage diversification with a high tolerance toward functional groups.

Efficient solid-phase synthesis of 2,3-substituted indoles

The development of the solid-phase version of the modified Madelung indole synthesis is reported. The chemistry was initiated with the reductive amination of Bal resin using an ortho substituted aniline. The resin bound aniline was acylated with a variety of acid chlorides followed by cyclization with base to provide the desired indole after TFA-promoted cleavage from the resin.