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Issue 61, 2016
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Facile construction of pyrrolo[1,2-b]isoquinolin-10(5H)-ones via a redox-amination–aromatization–Friedel–Crafts acylation cascade reaction and discovery of novel topoisomerase inhibitors

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Abstract

An efficient redox-amination–aromatization–Friedel–Crafts acylation cascade process from trans-4-hydroxyproline and 2-formylbenzoic acids has been developed for the synthesis of pyrrolo[1,2-b]isoquinolin-10(5H)-ones. Compound 3h was identified as a new potent dual topoisomerase I/II inhibitor.

Graphical abstract: Facile construction of pyrrolo[1,2-b]isoquinolin-10(5H)-ones via a redox-amination–aromatization–Friedel–Crafts acylation cascade reaction and discovery of novel topoisomerase inhibitors

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Supplementary files

Article information


Submitted
12 Apr 2016
Accepted
27 Jun 2016
First published
30 Jun 2016

Chem. Commun., 2016,52, 9593-9596
Article type
Communication

Facile construction of pyrrolo[1,2-b]isoquinolin-10(5H)-ones via a redox-amination–aromatization–Friedel–Crafts acylation cascade reaction and discovery of novel topoisomerase inhibitors

S. Wu, N. Liu, G. Dong, L. Ma, S. Wang, W. Shi, K. Fang, S. Chen, J. Li, W. Zhang, C. Sheng and W. Wang, Chem. Commun., 2016, 52, 9593
DOI: 10.1039/C6CC03071H

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