Ru(II)-Catalyzed Regioselective C(5)-H Functionalization of Quinazolinone-Coumarin Conjugates: Synthesis and Photophysical Studies.

The quinazolinone template offers an exciting potential for transforming molecules into useful bioactivity. Herein, we report the first regioselective C-5 alkenylation of quinazolinone-coumarin conjugates via ruthenium(II) catalyst using amide as a weak directing group. This methodology permits excellent regioselectivity, extensive substrate tolerance, and mild reaction conditions. In addition, it generates interesting fluorophores that show positive solvatochromism in the range from 404 nm (toluene) to 541 nm (methanol).