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Updated: Jun 30, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
A straightforward access to specific bisindole systems related to caulersin
Fei Hu1, Yong-Tian Yang1, Fei Yu1
1State Key Laboratory of Discovery and Utilization of Functional Components in Traditional Chinese Medicine, Natural Products Research Center of Guizhou Province, Guizhou Medical University, China. lsheng@126.com.
None:
Two sets of starting materials were tested to trigger domino processes involving C3 insertion of indole fragments and C-C migration, thereby enabling the synthesis of a specific bisindole framework with a central troponoid core related to caulersin. The reaction between bis(indolyl)methane and methyl bromopyruvate oxime under BF3·Et2O-mediated conditions successfully delivered the desired product, whereas methyl 2-(hydroxyimino)-3-(1H-indol-3-yl)propanoate reacted with indole-3-carbinol to produce an unexpected cyclohept[1,2-b:5,4-b']bisindole derivative.
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