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Solid‐Phase Synthesis of 1,3,5,6‐Tetra‐Substituted 3,5‐Dihydroimidazo[4,5‐c][1,2]Thiazin‐4(1H)‐One 2,2‐Dioxide Derivatives

The synthesis of 1,3,5,6‐tetra‐substituted 3,5‐dihydroimidazo[4,5‐c][1,2]thiazin‐4(1H)‐one 2,2‐dioxide derivatives was optimized through solid‐phase synthesis. Synthetic strategies such as Merrifield resin, Thorpe‐Ziegler reaction, Mitsunobu reaction, intramolecular cyclization, and desulfonative nucleophilic substitution were employed… Click to show full abstract

The synthesis of 1,3,5,6‐tetra‐substituted 3,5‐dihydroimidazo[4,5‐c][1,2]thiazin‐4(1H)‐one 2,2‐dioxide derivatives was optimized through solid‐phase synthesis. Synthetic strategies such as Merrifield resin, Thorpe‐Ziegler reaction, Mitsunobu reaction, intramolecular cyclization, and desulfonative nucleophilic substitution were employed to synthesize a total of 31 derivatives. The synthesis showed high yields of 72%–87% per step over 8 steps, resulting in an overall yield of 7%–33%, thereby developing an efficient synthetic route for the derivatives.

Keywords: dihydroimidazo thiazin; tetra substituted; synthesis; thiazin one; synthesis tetra; substituted dihydroimidazo

Journal Title: Journal of Heterocyclic Chemistry
Year Published: 2025

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