One‐Pot Three‐Component Construction of (Z)‐3‐Benzylidene‐2‐(quinolin‐8‐yl)isoindolin‐1‐ones Through C(sp2)−H Bond Activation Using Calcium Carbide as a Solid Alkyne Source

Abstract

AbstractA simple method for the synthesis of (Z)‐3‐benzylidene‐2‐(quinolin‐8‐yl)isoindolin‐1‐ones through C(sp2)−H bond activation, Sonogashira cross‐coupling and annulation tandem reactions using calcium carbide as a solid alkyne source, and benzamides as starting materials is described. The inexpensive and easy‐to‐handle calcium carbide is first employed as the coupling partner in non‐activated C(sp2)−H bond activation. The one‐pot three‐component reactions proceed efficiently with a broad range of substrates and good tolerance for a diversity of functional groups. The reaction routes can also be scaled up to gram scale.