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Related Experiment Video

Updated: May 27, 2025

A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones

A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones

Published on: January 21, 2020

Synthesis of Indoles through C2-C3 Bond Formation Using Lawesson's Reagent.

Yao Cheng¹, Tsz Tin Yu¹, Mohan Bhadbhade²

¹School of Chemistry, The University of New South Wales, Sydney, NSW 2052, Australia.

The Journal of Organic Chemistry

|February 20, 2025

Summary

A new method synthesizes diverse indole derivatives from amidophenylglyoxylic esters using Lawesson

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Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities

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Published on: May 27, 2015

Area of Science:

Organic Chemistry
Synthetic Chemistry

Background:

Indole derivatives are crucial scaffolds in medicinal chemistry.
Efficient and sustainable synthetic routes are needed for indole synthesis.

Purpose of the Study:

To develop a novel, metal-free synthetic methodology for indole derivatives.
To explore the reaction of amidophenylglyoxylic esters with Lawesson's reagent.

Main Methods:

Reaction of amidophenylglyoxylic esters with Lawesson's reagent at elevated temperatures.
Analysis of reaction products using standard organic chemistry techniques.

Main Results:

Formation of a diverse array of indole derivatives.
Demonstrated broad substrate tolerance and use of readily available starting materials.
Successful gram-scale synthesis indicating industrial applicability.

Conclusions:

The developed method offers a sustainable, metal-free route to functionalized indoles.
The synthetic strategy is scalable and provides versatile indole products for further modification.