Copper and palladium-catalyzed sequential reactions: one-pot synthesis of isoindolo[2, 1-b]isoquinolin-7(5H)-ones. Issue 17 (10th April 2019)

• Record Type: Journal Article
• Authors: Saini, Hitesh Kumar; Dhiman, Shiv; Nandwana, Nitesh Kumar; Krishnan, Rangan; Kumar, Anil
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 17(2019)
• Page Start: 4281
• Page End: 4290
• Publication Date: 2019-04-10
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c9ob00440h
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A highly efficient protocol has been developed for the synthesis of diversely substituted isoindolo[2, 1- b ]isoquinolin-7(5 H )-ones through sequential Cu(ii )-catalyzed Sonogashira coupling, intramolecular hydroamidation followed by palladium-catalyzed ligand free Heck reaction. Abstract : A highly efficient protocol has been developed for the synthesis of diversely substituted isoindolo[2, 1- b ]isoquinolin-7(5 H )-ones through sequential Cu(ii )-catalyzed Sonogashira coupling, intramolecular hydroamidation followed by palladium-catalyzed ligand-free Heck reaction. Good to excellent yields (41–94%) were observed with excellent substrate scope and functional group tolerance. The developed method represents a practical strategy for the construction of bioactive isoindolo[2, 1- b ]isoquinolin-7(5 H )-ones.