Practical, scalable, and transition metal-free visible light-induced heteroarylation route to substituted oxindoles

Jadab Majhi, Albert Granados, Bianca Matsuo, Vittorio Ciccone, Roshan K. Dhungana, Mohammed Sharique, Gary A. Molander

Research output: Contribution to journalArticleResearchpeer-review

20 Citations (Scopus)

Abstract

The synthetic application of (hetero)aryl radicals in organic synthesis has been known since the last century. However, their applicability has significantly suffered from ineffective generation protocols. Herein, we present a visible-light-induced transition metal-free (hetero)aryl radical generation from readily available (hetero)aryl halides for the synthesis of 3,3′-disubstituted oxindoles. This transformation is amenable to a wide range of (hetero)aryl halides as well as several easily accessible acrylamides, and it is also scalable to multigram synthesis. Finally, the versatility of the oxindole products is demonstrated through their conversion to a variety of useful intermediates applicable to target-directed synthesis.
Original languageEnglish
Pages (from-to)897-902
Number of pages6
JournalChemical Science
Volume14
Issue number4
DOIs
Publication statusPublished - 2023

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