Visible‐Light‐Induced Controlled Oxidation of N‐Substituted 1,2,3,4‐Tetrahydroisoquinolines for the Synthesis of 3,4‐Dihydroisoquinolin‐1(2H)‐ones and Isoquinolin‐1(2H)‐ones

A visible light‐rose bengal‐TBHP mediated, controlled oxidation of N‐substituted 1,2,3,4‐tetrahydroisoquinolines is developed for the synthesis of 3,4‐dihydroisoquinolin‐1(2H)‐ones and isoquinolin‐1(2H)‐ones. The present method feature's a broad substrate scope, good functional group tolerances...

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Veröffentlicht in:Advanced synthesis & catalysis 2021-03, Vol.363 (5), p.1390-1400
Hauptverfasser: Bansode, Ajay H., Suryavanshi, Gurunath
Format: Artikel
Sprache:eng
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Zusammenfassung:A visible light‐rose bengal‐TBHP mediated, controlled oxidation of N‐substituted 1,2,3,4‐tetrahydroisoquinolines is developed for the synthesis of 3,4‐dihydroisoquinolin‐1(2H)‐ones and isoquinolin‐1(2H)‐ones. The present method feature's a broad substrate scope, good functional group tolerances, and the products were prepared in good to excellent yields. The developed methodology further demonstrated in the synthesis of isoindolo[2,1‐b] isoquinolin‐5(7H)‐one (topoisomerase‐I inhibitor).
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202001266