Easy access to α-hydroxyimino-β-oxodithioesters and application towards the synthesis of diverse 1,4-thiazine-3-ones via reduction/annulation cascade

An operationally simple and facile synthesis of α-hydroxyimino-β-oxodithioesters has been achieved by nitrosation of α-enolicdithioesters. They were further treated with internal alkynes to afford diverse 1,4-thiazin-3-ones via domino reduction/annulation strategy under mild reaction conditions. Importantly, this is the first straightforward entry to highly functionalized 1,4-thiazin-3-one derivatives from simple starting materials.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide