Visible-light-promoted radical cascade alkylation/cyclization: access to alkylated indolo/benzoimidazo[2,1-]isoquinolin-6(5)-ones

A new protocol is herein described for the direct generation of alkylated indolo/benzoimidazo[2,1- a ]isoquinolin-6(5 H )-one derivatives by using Hantzsch esters as alkylation radical precursors using a photoredox/K 2 S 2 O 8 system. This oxidative alkylation of active alkenes involves a radical ca...

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Veröffentlicht in:Organic & biomolecular chemistry 2022-12, Vol.2 (48), p.9659-9671
Hauptverfasser: Yu, Wen-Qin, Xiong, Bi-Quan, Zhong, Long-Jin, Liu, Yu
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Sprache:eng
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Zusammenfassung:A new protocol is herein described for the direct generation of alkylated indolo/benzoimidazo[2,1- a ]isoquinolin-6(5 H )-one derivatives by using Hantzsch esters as alkylation radical precursors using a photoredox/K 2 S 2 O 8 system. This oxidative alkylation of active alkenes involves a radical cascade cyclization process and a sequence of Hantzsch ester single electron oxidation, C-C bond cleavage, alkylation, arylation and oxidative deprotonation. A visible-light-promoted alkylation/cyclization of active alkenes via radical cascade cyclization for the preparation of functionalized isoquinolinones by using Hantzsch esters as alkylation radical precursors.
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob01732f