Expanding Isothiazole Chemical Space: Synthesis and Derivatization of [ <i>c</i> ]-Fused Saturated Rings

This work presents the first synthetic route toward 3-unsubstituted [<i>c</i>]-fused isothiazoles in three steps from commercially available saturated ketones, exemplified for more than 15 hitherto undescribed [<i>c</i>]-fused isothiazoles. Unlike prior methods relying on prefunctionalized scaffolds, the unsubstituted core enables versatile late-stage functionalization at the 3-position, demonstrated by six different functionalization pathways.

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Publication Details

Journal
Organic Letters
Published
2026-03-03
DOI
https://doi.org/10.1021/acs.orglett.6c00627
Primary Topic
Synthesis of heterocyclic compounds
Type
article
Field-Weighted Citation Impact
0.00
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article

Expanding Isothiazole Chemical Space: Synthesis and Derivatization of [ c ]-Fused Saturated Rings

Wim Dehaen, Steven De Jonghe, Yulia Ivanova, Maarten Theuwis
Organic Letters
Synthesis of heterocyclic compounds
article

Expanding Isothiazole Chemical Space: Synthesis and Derivatization of [ c ]-Fused Saturated Rings

Wim Dehaen, Steven De Jonghe, Yulia Ivanova, Maarten Theuwis
article en

Abstract

This work presents the first synthetic route toward 3-unsubstituted [<i>c</i>]-fused isothiazoles in three steps from commercially available saturated ketones, exemplified for more than 15 hitherto undescribed [<i>c</i>]-fused isothiazoles. Unlike prior methods relying on prefunctionalized scaffolds, the unsubstituted core enables versatile late-stage functionalization at the 3-position, demonstrated by six different functionalization pathways.

Organic LettersVol. 28(11)
Rega Institute for Medical Research (BE), KU Leuven (BE)
Openalex Percentile: Top 36%
Synthesis of heterocyclic compounds
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