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Issue 42, 2012
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A domino synthetic strategy leading to two-carbon-tethered fused acridine/indole pairs and fused acridine derivatives

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Abstract

A series of new poly-functionalized two-carbon-tethered fused acridine/indole pairs were synthesized via Brønsted acid-promoted domino reactions between indoline-2,3-dione and C2-tethered indol-3-yl enaminones. The reactions were further expanded to prepare C-tethered fused acridine/pyridine pairs, N-substituted amino acids, N-cyclopropyl and N-aryl substituted fused acridine derivatives, as well as bis-furan-3-yl-substituted indoles. During these reaction processes, the domino construction of a fused acridine skeleton with concomitant formation of two new rings was readily achieved in a one-pot operation. The procedures are facile, avoiding time-consuming and costly syntheses, tedious work-up and purification of precursors.

Graphical abstract: A domino synthetic strategy leading to two-carbon-tethered fused acridine/indole pairs and fused acridine derivatives

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Publication details

The article was received on 10 Jul 2012, accepted on 06 Sep 2012 and first published on 07 Sep 2012


Article type: Paper
DOI: 10.1039/C2OB26315G
Citation: Org. Biomol. Chem., 2012,10, 8533-8538
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    A domino synthetic strategy leading to two-carbon-tethered fused acridine/indole pairs and fused acridine derivatives

    B. Jiang, X. Wang, M. Li, Q. Wu, Q. Ye, H. Xu and S. Tu, Org. Biomol. Chem., 2012, 10, 8533
    DOI: 10.1039/C2OB26315G

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