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Issue 2, 2020
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Visible-light-induced intramolecular radical cascade of α-bromo-N-benzyl-alkylamides: a new strategy to synthesize tetracyclic N-fused indolo[2,1-a]isoquinolin-6(5H)-ones

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Abstract

Polycyclic indole scaffolds are ubiquitous in pharmaceuticals and natural products and in materials science. Here, we present a visible-light-initiated intramolecular aryl migration/desulfonylation/cyclization cascade reaction for the synthesis of tetracyclic indolo[2,1-a]isoquinolin-6(5H)-ones. This protocol not only exhibited a wide substrate scope but also provided a mild route to access a variety of tetracyclic N-fused indoles.

Graphical abstract: Visible-light-induced intramolecular radical cascade of α-bromo-N-benzyl-alkylamides: a new strategy to synthesize tetracyclic N-fused indolo[2,1-a]isoquinolin-6(5H)-ones

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Article information


Submitted
23 Oct 2019
Accepted
03 Dec 2019
First published
03 Dec 2019

Org. Biomol. Chem., 2020,18, 263-271
Article type
Paper

Visible-light-induced intramolecular radical cascade of α-bromo-N-benzyl-alkylamides: a new strategy to synthesize tetracyclic N-fused indolo[2,1-a]isoquinolin-6(5H)-ones

X. Gao, C. Li, Y. Yuan, X. Xie and Z. Zhang, Org. Biomol. Chem., 2020, 18, 263
DOI: 10.1039/C9OB02294E

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