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.本文报道了一种用于喹啉C-3位区域选择性官能化的新方法。该方法采用杂原子导向的区域选择性C-3钯化反应，随后通过与芳基硼酸的转金属化反应完成芳基化，得到3-芳基-N-酰基-1,2-二氢喹啉。通过一锅法依次进行N-脱酰基化与芳构化反应，即可获得收率良好的重要3-芳基喹啉。