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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
Authors:Roman V. Shutov  Marina V. Sopova  Alexander V. Krylov  Andry N. Kaluzhskikh  Boris А. Ivin
Affiliation:Department of Organic Chemistry, Saint‐Petersburg State Chemical & Pharmaceutical Academy, Saint‐Petersburg, Russian Federation
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.
Keywords:1,3‐Thiazine  Pyrano[2,3‐d][1,3]thiazine  Annulation  Nucleophilic addition  Aldehydes
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