Synthesis of Highly Functionalized Polycyclic Quinoxaline Derivatives Using Visible‐Light Photoredox Catalysis1. Issue 52 (27th October 2014)

• Record Type: Journal Article
• Authors: He, Zhi; Bae, Minwoo; Wu, Jie; Jamison, Timothy F.
• Is Part Of: Angewandte Chemie international edition. Volume 53:Issue 52(2014)
• Page Start: 14451
• Page End: 14455
• Publication Date: 2014-10-27
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201408522
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A mild and facile method for preparing highly functionalized pyrrolo[1, 2‐a]quinoxalines and other nitrogen‐rich heterocycles, each containing a quinoxaline core or an analogue thereof, has been developed. The novel method features a visible‐light‐induced decarboxylative radical coupling of ortho‐substituted arylisocyanides and radicals generated from phenyliodine(III) dicarboxylate reagents and exhibits excellent functional group compatibility. A wide range of quinoxaline heterocycles have been prepared. Finally, a telescoped preparation of these polycyclic compounds by integration of the in‐line isocyanide formation and photochemical cyclization has been established in a three‐step continuous‐flow system.</p> </abstract>