Synthesis of 2,5‐Disubstituted Derivatives of Pyrano[2,3‐d][1,3]thiazines via the Interaction of 2‐Substituted 4‐Hydroxy‐6H‐1,3‐thiazine‐6‐ones with Aldehydes |
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Authors: | Roman V. Shutov Marina V. Sopova Alexander V. Krylov Andry N. Kaluzhskikh Boris А. Ivin |
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Affiliation: | Department of Organic Chemistry, Saint‐Petersburg State Chemical & Pharmaceutical Academy, Saint‐Petersburg, Russian Federation |
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Abstract: | A new and efficient route for the synthesis of derivatives of the poorly investigated pyrano[2,3‐d][1,3]thiazine heterocyclic system is disclosed. These compounds were prepared via annulation of 2‐aryl‐4‐hydroxy‐6H‐1,3‐thiazine‐6‐ones with aliphatic and aromatic aldehydes in the presence of pyridine. The method is general and versatile, and the interaction is independent on the nature of the aldehyde, the only exceptions being formaldehyde and salicylaldehydes. |
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Keywords: | 1,3‐Thiazine Pyrano[2,3‐d][1,3]thiazine Annulation Nucleophilic addition Aldehydes |
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