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Wu S, Liu N, Dong G, et al. 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. Chem Commun (Camb). 2016;52(61):9593-6doi: 10.1039/c6cc03071h.
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(5H)-ones via a redox-amination-aromatization-Friedel-Crafts acylation cascade reaction and discovery of novel topoisomerase inhibitors. Chemical communications (Cambridge, England), 52(61), 9593-6. https://doi.org/10.1039/c6cc03071h
Wu, Shanchao, et al. "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." Chemical communications (Cambridge, England) vol. 52,61 (2016): 9593-6. doi: https://doi.org/10.1039/c6cc03071h
Wu S, Liu N, Dong G, Ma L, Wang S, Shi W, Fang K, Chen S, Li J, Zhang W, Sheng C, Wang W. 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. Chem Commun (Camb). 2016 Jul 21;52(61):9593-6. doi: 10.1039/c6cc03071h. PMID: 27400278.
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Chem Commun (Camb). 2016 Jul 21;52(61):9593-6. doi: 10.1039/c6cc03071h.

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.

Chemical communications (Cambridge, England)

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

Affiliations

  1. Department of Medicinal Chemistry, School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, P. R. China. [email protected] [email protected].
  2. Department of Clinical Nutrition, Changhai Hospital, Second Military Medical University, 168 Changhai Road, Shanghai 200433, P. R. China.
  3. Department of Medicinal Chemistry, School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, P. R. China. [email protected] [email protected] and School of Pharmacy, East China University of Science and Technology, Shanghai 200237, P. R. China.
  4. School of Pharmacy, East China University of Science and Technology, Shanghai 200237, P. R. China.
  5. School of Pharmacy, East China University of Science and Technology, Shanghai 200237, P. R. China and Department of Chemistry and Chemical Biology, University of New Mexico, Albuquerque, NM87131-0001, USA. [email protected].

PMID: 27400278 DOI: 10.1039/c6cc03071h

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.

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