Hypervalent iodine promotes C─N bond cleavage in thio/seleno-urea and enaminones, suggesting a novel synthesis of thiazoles and selenazoles.
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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Mishra et al. (2025) studied this question.
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