2023
DOI: 10.1039/d3nj03172a
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Organophotocatalytic cascade cyclization reactions for the synthesis of cyanoalkyl indole[2,1-a]isoquinolinones

Dong-Liang Zhang,
Zhi-Qiang Zhu,
Zong-Bo Xie
et al.

Abstract: Visible-light-induced C-C bond breakage of cyclobutanone oxime esters to produce γ-cyanoalkyl radicals, and then reacted with 2-aryl indole derivatives to afford a variety of cyanoalkyl indolo[2,1-a]isoquinolinones in high yields was...

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Cited by 4 publications
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“…11 For 4-alkylated isoquinolinediones, although great progress has been made, some drawbacks, such as the necessity of stoichiometric oxidants, transition metals, and elevated temperature, limit the applicability. 12 Considering the biological importance of structurally diverse alkylated isoquinolinediones, and as part of our ongoing interest in the development of photocatalytic methods for the difunctionalization of alkenes, 13 we herein wish to present a visible-light-induced decarboxylative cascade cyclization reaction of N -methylacryloylbenzamide with N -hydroxyphthalimide esters for the synthesis of 4-alkylated isoquinoline-1,3(2 H ,4 H )-diones by NaI/PPh 3 catalysis under mild conditions without recourse to precious metal complexes or synthetically elaborate organic dyes.…”
mentioning
confidence: 99%
“…11 For 4-alkylated isoquinolinediones, although great progress has been made, some drawbacks, such as the necessity of stoichiometric oxidants, transition metals, and elevated temperature, limit the applicability. 12 Considering the biological importance of structurally diverse alkylated isoquinolinediones, and as part of our ongoing interest in the development of photocatalytic methods for the difunctionalization of alkenes, 13 we herein wish to present a visible-light-induced decarboxylative cascade cyclization reaction of N -methylacryloylbenzamide with N -hydroxyphthalimide esters for the synthesis of 4-alkylated isoquinoline-1,3(2 H ,4 H )-diones by NaI/PPh 3 catalysis under mild conditions without recourse to precious metal complexes or synthetically elaborate organic dyes.…”
mentioning
confidence: 99%