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Palladium-Catalyzed Carbonylative Synthesis of Amide-Containing Indolo[2,1-<i>a</i>]isoquinolines from Alkene-Tethered Indoles and Nitroarenes

Siqi Wang, Shuwei Li, Liangcai Liu, Jun Ying, Xiao‐Feng Wu

2023Organic Letters19 citationsDOI

Abstract

In this new procedure, amide-containing indolo[2,1- a ]isoquinoline scaffolds were prepared by palladium-catalyzed carbonylative cyclization of alkene-tethered indoles with nitroarenes. By using Mo(CO) 6 as the CO source and reductant and nitroarenes as the nitrogen source, this reaction produced various amide-containing indolo[2,1- a ]isoquinoline derivatives in good yields in general. Furthermore, the late-stage modifications of bioactive molecules using this protocol were demonstrated as well.

Topics & Concepts

ChemistryAlkeneIsoquinolineAmideCatalysisPalladiumCarbonylationOrganic chemistryCombinatorial chemistryCarbon monoxideCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSynthesis and bioactivity of alkaloids
Palladium-Catalyzed Carbonylative Synthesis of Amide-Containing Indolo[2,1-<i>a</i>]isoquinolines from Alkene-Tethered Indoles and Nitroarenes | Litcius