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