One-pot site-selective Sonogashira cross-coupling-heteroannulation of the 2-aryl-6,8-dibromoquinolin-4(1H)-ones: synthesis of novel 6-H-pyrrolo3,2,1-ijquinolin-6-ones

摘要

The 2-aryl-6,8-dibromoquinolin-4(1H)-ones were subjected to site-selective Sonogashira cross-coupling with terminal acetylenes as models for Csp~2-Csp bond formation in the presence of Pd/C-PPh_3 and Cul as catalysts and K_2CO_3 as a base in dioxane to afford the 2-substituted 4-aryl-8-bromo-4H-pyrrolo3，2，,1-ijquinolin-6-ones. These were， in turn， subjected to Suzuki-Miyaura cross-coupling with 4-fluorophenylboronic acid as coupling partner to afford the 2-substituted 4,8-diaryl-4H-pyrrolo3,2,1-ijquinolin-6-ones.