Iodine(III) Promoted Umpolung Cyclization of Thio/Seleno‐Urea With Enaminones: Preparation of 2‐Amino‐5‐acyl‐thiazoles/Selenazoles via C─N Bond Cleavage

ABSTRACT A hypervalent iodine‐mediated one‐step general method for the preparation of 2‐amino‐5‐acyl‐thiazoles and selenazoles has been disclosed. The reactions progress via umpolung cyclization of thio/seleno‐urea with enaminones. Mechanistically, the reaction progresses via C─N bond cleavage of enaminones rather than C═C bond.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2025-11-30
DOI
https://doi.org/10.1002/ajoc.202500624
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
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article

Iodine(III) Promoted Umpolung Cyclization of Thio/Seleno‐Urea With Enaminones: Preparation of 2‐Amino‐5‐acyl‐thiazoles/Selenazoles via C─N Bond Cleavage

Rajiv K. Srivastava, Bal Krishna Mishra, Deepak Kumar, Bhoopendra Tiwari
Asian Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
article

Iodine(III) Promoted Umpolung Cyclization of Thio/Seleno‐Urea With Enaminones: Preparation of 2‐Amino‐5‐acyl‐thiazoles/Selenazoles via C─N Bond Cleavage

Rajiv K. Srivastava, Bal Krishna Mishra, Deepak Kumar, Bhoopendra Tiwari
article en

Abstract

ABSTRACT A hypervalent iodine‐mediated one‐step general method for the preparation of 2‐amino‐5‐acyl‐thiazoles and selenazoles has been disclosed. The reactions progress via umpolung cyclization of thio/seleno‐urea with enaminones. Mechanistically, the reaction progresses via C─N bond cleavage of enaminones rather than C═C bond.

Asian Journal of Organic ChemistryVol. 15(1)
Centre of Biomedical Research (IN), Banaras Hindu University (IN)
Openalex Percentile: Top 72%
Sulfur-Based Synthesis Techniques
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