Heteroatom-Guided, Palladium-Catalyzed Regioselective C–H Functionalization in the Synthesis of 3‑Arylquinolines

A new approach for the regioselective functionalization of the C-3-position of quinolines is described. The method utilizes heteroatom guided regioselective C-3 palladation followed by arylation via transmetalation with aryl boronic acids to yield 3-aryl-N-acyl-1,2-dihydroquinolines. In a one-pot sequence, N-deacylation followed by aromatization leads to important 3-arylquinolines in good yields.

本研究报道了一种实现喹啉C-3位区域选择性官能团化的全新方法。该方法通过杂原子导向的区域选择性C-3钯化过程，随后与芳基硼酸发生金属转移反应完成芳基化，最终得到3-芳基-N-酰基-1,2-二氢喹啉产物。通过一锅法依次进行N-脱酰基化与芳构化反应，即可得到具有重要应用价值的3-芳基喹啉产物，且收率良好。