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  • Facile synthesis of benzothiazoles via cascade reactions of 2-iodoanilines, acid chlorides and Lawesson's reagent.

Facile synthesis of benzothiazoles via cascade reactions of 2-iodoanilines, acid chlorides and Lawesson's reagent.

Journal of combinatorial chemistry (2009-10-15)
Qiuping Ding, Xi-Gen Huang, Jie Wu
ZUSAMMENFASSUNG

In the presence of Lawesson's reagent, metal-free one-pot cascade reactions of 2-iodoanilines with acid chlorides proceeded smoothly leading to 2-substituted benzothiazoles in good to excellent yields under mild conditions. Three steps were involved in the reaction process: (1) 2-iodoanilines reacted with acid chlorides to afford benzamides, (2) benzamides transferred to benzothioamides in the presence of Lawesson's reagent, and (3) intramolecular cyclization of benzothioamides generated the expected benzothiazoles.

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Sigma-Aldrich
Lawesson-Reagenz, 97%