Synthesis of Indoles through C2–C3 Bond Formation Using Lawesson’s Reagent

Amidophenylglyoxylic esters react with Lawesson's reagent at elevated temperatures, leading to the formation of a diverse array of indole derivatives. This methodology demonstrates broad substrate tolerance and utilizes readily available starting materials. Moreover, this synthetic route is metal-free and environmentally compatible. The scalability of this approach is evidenced by successful gram-scale reactions, highlighting its potential industrial applicability. Furthermore, the resulting products are amenable to further modifications, thereby expanding the potential applications of this synthetic strategy.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-02-20
DOI
https://doi.org/10.1021/acs.joc.4c02922
Citations
2
Primary Topic
Synthesis and Reactivity of Sulfur-Containing Compounds
Type
article
Field-Weighted Citation Impact
1.87

Funders

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article

Synthesis of Indoles through C2–C3 Bond Formation Using Lawesson’s Reagent

Mohan Bhadbhade, Yao Cheng, David StC. Black, Tsz Tin Yu et al.
2 citations
The Journal of Organic Chemistry
Synthesis and Reactivity of Sulfur-Containing Compounds
1.87
article

Synthesis of Indoles through C2–C3 Bond Formation Using Lawesson’s Reagent

Mohan Bhadbhade, Yao Cheng, David StC. Black, Tsz Tin Yu, Naresh Kumar
article en
2 citations

Abstract

Amidophenylglyoxylic esters react with Lawesson's reagent at elevated temperatures, leading to the formation of a diverse array of indole derivatives. This methodology demonstrates broad substrate tolerance and utilizes readily available starting materials. Moreover, this synthetic route is metal-free and environmentally compatible. The scalability of this approach is evidenced by successful gram-scale reactions, highlighting its potential industrial applicability. Furthermore, the resulting products are amenable to further modifications, thereby expanding the potential applications of this synthetic strategy.

The Journal of Organic ChemistryVol. 90(9)
UNSW Sydney (AU)
University of New South Wales
Zero hunger
Openalex Percentile: Top 17%
Synthesis and Reactivity of Sulfur-Containing Compounds
1.87
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