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Issue 36, 2016
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Microwave assisted synthesis of phenanthridinones and dihydrophenanthridines by vasicine/KOtBu promoted intramolecular C–H arylation

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Abstract

A simple, efficient, rapid and transition metal-free methodology has been developed by utilizing vasicine (a natural product), as a catalyst for the synthesis of phenanthridinones and dihydrophenanthridines. The reaction proceeds through intramolecular C–H arylation with aryl halides in the presence of KOtBu as a base under microwave irradiation in sulfolane as a solvent. The reaction proceeds well with various aryl iodides, bromides and more remarkably with less reactive aryl chlorides for 15 minutes, providing the corresponding products in 45–90% yields.

Graphical abstract: Microwave assisted synthesis of phenanthridinones and dihydrophenanthridines by vasicine/KOtBu promoted intramolecular C–H arylation

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Supplementary files

Article information


Submitted
24 Jun 2016
Accepted
01 Aug 2016
First published
01 Aug 2016

Org. Biomol. Chem., 2016,14, 8536-8544
Article type
Paper

Microwave assisted synthesis of phenanthridinones and dihydrophenanthridines by vasicine/KOtBu promoted intramolecular C–H arylation

S. Sharma, M. Kumar, S. Sharma, O. S. Nayal, N. Kumar, B. Singh and U. Sharma, Org. Biomol. Chem., 2016, 14, 8536
DOI: 10.1039/C6OB01362G

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