Synthesis
DOI: 10.1055/a-2575-9886
paper
Water in Organic Reactions

‘On Water’ Synthesis of Indolyl-Substituted Benzo[b]carbazoles via LiCl-Promoted HBF4-Catalyzed Annulation of ortho-Formylaryl Ketones with Indoles

Xinxin Li
,
Jun Yang
,
Tianxing Li
,
Chen Zhu
,
Hui Jin
,
Lixin Zhang
This work was supported by the Science Research Project of Shenyang University of Chemical Technology (No. 2022YQ009), the Natural Science Foundation of Liaoning Province (grant no. 2023-MSLH-274), and by the National-Local Joint Engineering Laboratory for Development of Boron and Magnesium Resources and Fine Chemical Technology (LJ232410149002).


Abstract

A LiCl-promoted, HBF₄-catalyzed intermolecular cascade cyclization of indoles and ortho-formylaryl ketones has been developed, utilizing saturated aqueous LiCl solutions as the solvent for the rapid synthesis of indolyl benzo[b]carbazoles. This ‘on water’ synthetic approach exhibits excellent functional group tolerance, a broad substrate scope, and scalability, making it suitable for practical applications. Additionally, the fluorescence emission properties of the synthesized indolyl benzo[b]carbazole compounds were systematically investigated.

Supporting Information



Publication History

Received: 20 February 2025

Accepted after revision: 04 April 2025

Accepted Manuscript online:
04 April 2025

Article published online:
06 May 2025

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