On Water: Diastereoselective Synthesis of Functionalized 3‐Nitrodihydroquinolin‐4(1<i>H</i>)‐ones Under Catalyst‐Free Conditions

Abstract Herein we describe an uncatalyzed and eco‐friendly methodology for the diastereoselective synthesis of 3‐nitro dihydroquinolin‐4(1 H )‐ones through an imine formation‐cyclization reaction on water medium. Water is an essential medium to effect this reaction efficiently without any catalyst. In addition, the synthesis of deuterium labelled 3‐nitrodihydroquinolin‐4(1 H )‐ones has been accomplished using this protocol. The key characteristics of this approach include catalyst free, scalable, mild reaction condition, easy isolation, and greenest solvent medium.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2024-08-16
DOI
https://doi.org/10.1002/ejoc.202400748
Citations
1
Primary Topic
Phenothiazines and Benzothiazines Synthesis and Activities
Type
article
Field-Weighted Citation Impact
0.23
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article

On Water: Diastereoselective Synthesis of Functionalized 3‐Nitrodihydroquinolin‐4(1H)‐ones Under Catalyst‐Free Conditions

Thanasekaran Ponpandian, Amalorpavadoss Antony Peter Raj
1 citations
European Journal of Organic Chemistry
Phenothiazines and Benzothiazines Synthesis and Activities
0.23
article

On Water: Diastereoselective Synthesis of Functionalized 3‐Nitrodihydroquinolin‐4(1H)‐ones Under Catalyst‐Free Conditions

Thanasekaran Ponpandian, Amalorpavadoss Antony Peter Raj
article en
1 citations

Abstract

Abstract Herein we describe an uncatalyzed and eco‐friendly methodology for the diastereoselective synthesis of 3‐nitro dihydroquinolin‐4(1 H )‐ones through an imine formation‐cyclization reaction on water medium. Water is an essential medium to effect this reaction efficiently without any catalyst. In addition, the synthesis of deuterium labelled 3‐nitrodihydroquinolin‐4(1 H )‐ones has been accomplished using this protocol. The key characteristics of this approach include catalyst free, scalable, mild reaction condition, easy isolation, and greenest solvent medium.

European Journal of Organic ChemistryVol. 27(45)
Indian Institute of Chemical Technology (IN), Academy of Scientific and Innovative Research (IN)
Openalex Percentile: Top 43%
Phenothiazines and Benzothiazines Synthesis and Activities
0.23
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