Ding Qiuping, Huang Xi-Gen, Wu Jie
Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, China.
J Comb Chem. 2009 Nov-Dec;11(6):1047-9. doi: 10.1021/cc900085p.
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.
在劳森试剂存在下，2-碘苯胺与酰氯的无金属一锅串联反应顺利进行，在温和条件下以良好至优异的产率得到2-取代苯并噻唑。反应过程涉及三个步骤：（1）2-碘苯胺与酰氯反应生成苯甲酰胺；（2）苯甲酰胺在劳森试剂存在下转化为苯硫代酰胺；（3）苯硫代酰胺的分子内环化生成预期的苯并噻唑。
