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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‐6 H ‐1,3‐thiazine‐6‐ones with Aldehydes
Author(s) -
Shutov Roman V.,
Sopova Marina V.,
Krylov Alexander V.,
Kaluzhskikh Andry N.,
Ivin Boris А.
Publication year - 2015
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2226
Subject(s) - thiazine , chemistry , annulation , aldehyde , formaldehyde , pyridine , d 1 , aryl , organic chemistry , combinatorial chemistry , medicinal chemistry , catalysis , alkyl , biochemistry , receptor
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‐6 H ‐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.