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A rapid construction of a specific quino[4,3-b] carbazolone system and its application for the synthesis of calothrixin B

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Abstract

An efficient methodology is developed for the synthesis of functionalized specific carbazole lactams related to pyrido[4,3-b]- and quino[4,3-b] carbazole alkaloids. 3 C–C bonds and 2 rings are created in a single step via an indole-to-carbazole transformation triggered by Pd(II)-catalyzed direct C-3 alkenylation of indoles. Starting from a key pentacyclic precursor delivered by the methodology, calothrixin B is synthesized in 6 steps.

Graphical abstract: A rapid construction of a specific quino[4,3-b] carbazolone system and its application for the synthesis of calothrixin B

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Publication details

The article was received on 26 Sep 2017, accepted on 01 Nov 2017 and first published on 02 Nov 2017


Article type: Research Article
DOI: 10.1039/C7QO00864C
Citation: Org. Chem. Front., 2018, Advance Article
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    A rapid construction of a specific quino[4,3-b] carbazolone system and its application for the synthesis of calothrixin B

    K. Lin, Y. Jian, P. Zhao, C. Zhao, W. Pan and S. Liu, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C7QO00864C

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