Tetrabutylammonium Iodide-Catalyzed Radical Alkoxycarbonylation of Activated Alkenes: Synthesis of Isoquinolinedione Derivatives

2015 
The isoquinolinedione skeletons are important building blocks, which have been widely present in plant alkaloids, natural products and pharmaceuticals. In this paper, a novel method to construct isoquinolinedione framework was developed, which can be easily operated under metal-free conditions. In the presence of tetrabutylammonium-iodide catalyst, hydrogen atoms were abstracted step by step from carbazate to generate methoxycarbonyl radical which followed by radical addition/ cyclization reaction leading to isoquinolinedione. The presented methodology will provide new strategies for construct iso- quinolinedione-type products, which has advantages of simple operation, mild reaction conditions, and environmentally be-
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