68903-77-5Relevant academic research and scientific papers
Cyclization of 4-Phenoxy-2-coumarins and 2-Pyrones via a Double C-H Activation
Mackey, Katrina,Pardo, Leticia M.,Prendergast, Aisling M.,Nolan, Marie-T.,Bateman, Lorraine M.,McGlacken, Gerard P.
, p. 2540 - 2543 (2016)
Aryl-heteroaryl coupling via double C-H activation is a powerful transformation that avoids the installation of activating groups. A double C-H activation of privileged biological scaffolds, 2-coumarins and 2-pyrones, is reported. Despite the rich chemistry of these molecular frameworks, the yields are very good. Excellent regioselectivity was achieved on the pyrones. This methodology was applied to the synthesis of flemichapparin C in three steps. Isotope effect experiments were carried out, and a mechanism is proposed.
