Construction of a Pentacyclic Framework Enabled by Nickel Catalysis
- Authors
- Iqbal, N.; Ashraf, M.A.; Gul, A.R.; Bae, J.; Iqbal, N.; Park, Tae Jung; Cho, Eun Jin
- Issue Date
- Jan-2023
- Publisher
- American Chemical Society
- Citation
- Organic Letters, v.25, no.4, pp 647 - 652
- Pages
- 6
- Journal Title
- Organic Letters
- Volume
- 25
- Number
- 4
- Start Page
- 647
- End Page
- 652
- URI
- https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/66320
- DOI
- 10.1021/acs.orglett.2c04228
- ISSN
- 1523-7060
1523-7052
- Abstract
- We present a novel nickel-catalyzed reaction of indole-tethered 2-alkynylphenol esters with various (hetero)aryl boronic acids, resulting in the synthesis of diversely functionalized pentacyclic benzofurocyclohepta[b]indole derivatives. This unprecedented cascade reaction involves the arylative cyclization of alkynes, nucleophilic attack of the indole moiety on the oxonium ion intermediate, 1,2-alkyl group migration, and aromatization. The synthesized molecules exhibit exceptional cytotoxicity against multiple cancer cell lines while maintaining biocompatibility toward healthy cells. © 2023 American Chemical Society.
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Collections - College of Natural Sciences > Department of Chemistry > 1. Journal Articles
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