KOH-Mediated Synthesis of Substituted Isothiazoles via Two-Component Annulation with Dithioate and Aryl Acetonitrile

We report a simple synthetic method for obtaining 3-hydroxy-4,5-disubstituted isothiazoles utilizing dithioester and aryl acetonitrile. The isothiazoles obtained in this method involve the formation of new C-C, C-O, and N-S bonds in one step using a simple base such as KOH under aerial conditions. The 3-hydroxy-4,5-disubstituted isothiazole was successfully employed for further functionalization. The strategy provides high selectivity for the synthesis of isothiazoles, which may have applications in pharmaceuticals, organic materials, and agrochemicals in both academic and industrial settings.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-08-20
DOI
https://doi.org/10.1021/acs.joc.4c01222
Citations
1
Primary Topic
Chemical Synthesis and Analysis
Type
article
Field-Weighted Citation Impact
0.23

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article

KOH-Mediated Synthesis of Substituted Isothiazoles via Two-Component Annulation with Dithioate and Aryl Acetonitrile

Sushanta Kumar Meher, Krishnan Venkatasubbaiah, S. Peruncheralathan, Venkateswara Rao Velpuri et al.
1 citations
The Journal of Organic Chemistry
Chemical Synthesis and Analysis
0.23
article

KOH-Mediated Synthesis of Substituted Isothiazoles via Two-Component Annulation with Dithioate and Aryl Acetonitrile

Sushanta Kumar Meher, Krishnan Venkatasubbaiah, S. Peruncheralathan, Venkateswara Rao Velpuri, Shyamali Rajendra Naikwade
article en
1 citations

Abstract

We report a simple synthetic method for obtaining 3-hydroxy-4,5-disubstituted isothiazoles utilizing dithioester and aryl acetonitrile. The isothiazoles obtained in this method involve the formation of new C-C, C-O, and N-S bonds in one step using a simple base such as KOH under aerial conditions. The 3-hydroxy-4,5-disubstituted isothiazole was successfully employed for further functionalization. The strategy provides high selectivity for the synthesis of isothiazoles, which may have applications in pharmaceuticals, organic materials, and agrochemicals in both academic and industrial settings.

The Journal of Organic ChemistryVol. 89(17)
National Institute of Science Education and Research (IN), Homi Bhabha National Institute (IN)
Council of Scientific and Industrial Research, India, Department of Atomic Energy, Government of India, Science and Engineering Research Board
Openalex Percentile: Top 43%
Chemical Synthesis and Analysis
0.23
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