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Issue 4, 2018
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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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Article information


Submitted
26 Sep 2017
Accepted
01 Nov 2017
First published
02 Nov 2017

Org. Chem. Front., 2018,5, 590-594
Article type
Research Article

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, 5, 590
DOI: 10.1039/C7QO00864C

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