Copper and palladium-catalyzed sequential reactions: one-pot synthesis of isoindolo[2,1-b]isoquinolin-7(5H)-ones

Hitesh Kumar Saini; Shiv Dhiman; Nitesh Kumar Nandwana; Rangan Krishnan; Anil Kumar

doi:10.1039/c9ob00440h

Copper and palladium-catalyzed sequential reactions: one-pot synthesis of isoindolo[2,1-b]isoquinolin-7(5H)-ones

Org Biomol Chem. 2019 Apr 24;17(17):4281-4290. doi: 10.1039/c9ob00440h.

Authors

Hitesh Kumar Saini¹, Shiv Dhiman, Nitesh Kumar Nandwana, Rangan Krishnan, Anil Kumar

Affiliation

¹ Department of Chemistry, BITS Pilani, Pilani Campus, Pilani, Rajasthan 333031, India. anilkumar@pilani.bits-pilani.ac.in.

PMID: 30969295
DOI: 10.1039/c9ob00440h

Abstract

A highly efficient protocol has been developed for the synthesis of diversely substituted isoindolo[2,1-b]isoquinolin-7(5H)-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(5H)-ones.

Publication types

Research Support, Non-U.S. Gov't