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

Shanchao Wu; Na Liu; Guoqiang Dong; Lin Ma; Shengzheng Wang; Wencai Shi; Kun Fang; Shuqiang Chen; Jian Li; Wannian Zhang; Chunquan Sheng; Wei Wang

doi:10.1039/c6cc03071h

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

Shanchao Wu
, Na Liu
, Guoqiang Dong
, Lin Ma
, Shengzheng Wang
, Wencai Shi
, Kun Fang
, Shuqiang Chen
, Jian Li
, Wannian Zhang
, Chunquan Sheng
, Wei Wang

Research output: Contribution to journal › Article › peer-review

8 Scopus citations

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.

Original language	English (US)
Pages (from-to)	9593-9596
Number of pages	4
Journal	Chemical Communications
Volume	52
Issue number	61
DOIs	https://doi.org/10.1039/c6cc03071h
State	Published - 2016
Externally published	Yes

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
General Chemistry
Ceramics and Composites
Metals and Alloys
Materials Chemistry
Surfaces, Coatings and Films
Catalysis

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10.1039/c6cc03071h

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Wu, S., Liu, N., Dong, G., Ma, L., Wang, S., Shi, W., Fang, K., Chen, S., Li, J., Zhang, W., Sheng, C., & Wang, W. (2016). Facile construction of pyrrolo[1,2-: B] isoquinolin-10(5 H)-ones via a redox-amination-aromatization-Friedel-Crafts acylation cascade reaction and discovery of novel topoisomerase inhibitors. Chemical Communications, 52(61), 9593-9596. https://doi.org/10.1039/c6cc03071h

Facile construction of pyrrolo[1,2-: B] isoquinolin-10(5 H)-ones via a redox-amination-aromatization-Friedel-Crafts acylation cascade reaction and discovery of novel topoisomerase inhibitors. / Wu, Shanchao; Liu, Na; Dong, Guoqiang et al.
In: Chemical Communications, Vol. 52, No. 61, 2016, p. 9593-9596.

Research output: Contribution to journal › Article › peer-review

Wu, S, Liu, N, Dong, G, Ma, L, Wang, S, Shi, W, Fang, K, Chen, S, Li, J, Zhang, W, Sheng, C & Wang, W 2016, 'Facile construction of pyrrolo[1,2-: B] isoquinolin-10(5 H)-ones via a redox-amination-aromatization-Friedel-Crafts acylation cascade reaction and discovery of novel topoisomerase inhibitors', Chemical Communications, vol. 52, no. 61, pp. 9593-9596. https://doi.org/10.1039/c6cc03071h

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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.",

author = "Shanchao Wu and Na Liu and Guoqiang Dong and Lin Ma and Shengzheng Wang and Wencai Shi and Kun Fang and Shuqiang Chen and Jian Li and Wannian Zhang and Chunquan Sheng and Wei Wang",

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year = "2016",

doi = "10.1039/c6cc03071h",

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volume = "52",

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T2 - B] isoquinolin-10(5 H)-ones via a redox-amination-aromatization-Friedel-Crafts acylation cascade reaction and discovery of novel topoisomerase inhibitors

AU - Wu, Shanchao

AU - Liu, Na

AU - Dong, Guoqiang

AU - Ma, Lin

AU - Wang, Shengzheng

AU - Shi, Wencai

AU - Fang, Kun

AU - Chen, Shuqiang

AU - Li, Jian

AU - Zhang, Wannian

AU - Sheng, Chunquan

AU - Wang, Wei

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AB - 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.

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UR - https://www.scopus.com/pages/publications/84979578350#tab=citedBy

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DO - 10.1039/c6cc03071h

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JO - Chemical Communications

JF - Chemical Communications

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ER -

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

Abstract

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