Synthesis of carbazoles via aryl C–H activation triggered by surfactant-associated palladium nanoparticles under microwave-assisted heating

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Authors: Safiul Alam, Aminur Khan, Asifur Rahaman Mallick, Sk. Manirul Islam, Abhimanyu Sarkar, Bibhutibhushan Show, Jakir Ahmed, Amit Kumar, Antoine Maruani, Hamid Dhimane
Cited by: 2
References: 100

Abstract

-arylanilines under microwave irradiation. There, DBU as a base and ligand enhances the efficiency of the Pd-nanocatalyst. The mild method offers excellent chemoselectivity for the C-I bond over other carbon-halogen bonds, and functional group compatibility, enabling the synthesis of forty-three carbazoles, including three bioactive natural alkaloids - glycozoline, clausine L, and clausine H - with up to 99% yields. Here, micelles of the cationic surfactant in water are found to be beneficial for stabilizing the PdNPs, facilitating their recycling and probably limiting the C-Pd protolysis. A simple experimental setup for Pd-catalyzed aryl C-H activation in water, under ambient conditions, use of inexpensive innocuous additives, and avoidance of elaborate phosphine or N-heterocyclic carbene ligands are the obvious features of this approach. Besides being environmentally benign, the present report on Pd/DBU catalysis in water provides a simple procedure and rapid access to diversely functionalized carbazoles.

Fields of Study & Subjects

Catalytic C–H Functionalization Methods Catalytic Cross-Coupling Reactions Sulfur-Based Synthesis Techniques

Publication details

Journal / source
Organic & Biomolecular Chemistry
Publisher
Royal Society of Chemistry (RSC)
Volume
24
Issue
6
Pages
1279–1294
Publication date
1 January 2026
Language
EN