Synthesis of Tetrahydro‐4 H ‐pyrido[1,2‐ b ]isoquinolin‐4‐ones from Ugi 4‐CR‐Derived Dihydroisoquinoline‐Xanthates

Synthesis of Tetrahydro‐4 H ‐pyrido[1,2‐ b ]isoquinolin‐4‐ones from Ugi 4‐CR‐Derived Dihydroisoquinoline‐Xanthates

An efficient protocol for the synthesis of poly‐functionalized 1,2,3,6‐tetrahydro‐4 H ‐pyrido[1,2‐b]isoquinolin‐4‐ones is described. First, propargyl‐containing Ugi adducts were transformed to polysubstituted dihydroisoquinolines by an intramolecular Au‐catalyzed alkyne hydro‐arylation, followed by...

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Veröffentlicht in:European journal of organic chemistry 2022-06, Vol.2022 (22)
Hauptverfasser: Amador‐Sánchez, Yoarhy A., López‐Mendoza, Pedro, Mijangos, Marco V., Miranda, Luis D.
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López‐Mendoza, Pedro
Mijangos, Marco V.
Miranda, Luis D.
description An efficient protocol for the synthesis of poly‐functionalized 1,2,3,6‐tetrahydro‐4 H ‐pyrido[1,2‐b]isoquinolin‐4‐ones is described. First, propargyl‐containing Ugi adducts were transformed to polysubstituted dihydroisoquinolines by an intramolecular Au‐catalyzed alkyne hydro‐arylation, followed by the alkene isomerization process. Then, these pivotal intermediates were engaged in a xanthate‐based oxidative radical cascade addition/cyclization process with a suitable alkene.
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title Synthesis of Tetrahydro‐4 H ‐pyrido[1,2‐ b ]isoquinolin‐4‐ones from Ugi 4‐CR‐Derived Dihydroisoquinoline‐Xanthates
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