A novel one-pot reaction of anilines with acetylenedicarboxylate diesters in the presence of boron trifluoride, iodine, and trifluoroacetic acid or methylsulfonic acid has been developed under solvent-free ball-milling conditions, affording a variety of polysubstituted 1,2-dihydroquinolines bearing multiple ester groups in moderate to excellent yields. The present protocol features mild reaction conditions, short reaction time, and feasibility of large-scale synthesis, providing a facile and practical alternative to 1,2-dihydroquinoline synthesis. Intriguingly, the generated 1,2-dihydroquinolines can be further transformed into quinoline derivatives.

中文翻译：

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苯胺和炔烃酯无溶剂机械合成多取代 1,2-二氢喹啉

在无溶剂球磨条件下，在三氟化硼、碘和三氟乙酸或甲基磺酸存在下，苯胺与乙炔二羧酸二酯的新型一锅反应得到了多种多取代的 1,2-二氢喹啉。酯基的产率适中至极好。本方案反应条件温和、反应时间短、可大规模合成，为1,2-二氢喹啉合成提供了一种简便实用的替代方案。有趣的是，生成的 1,2-二氢喹啉可以进一步转化为喹啉衍生物。