Journal :   Asian Journal of Research in Chemistry

Volume No. :   11

Issue No. :  2

Year :  2018

Pages :   337-343

ISSN Print :  0974-4169

ISSN Online :  0974-4150


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Nitration of C13, C18 and C23 Carbazole Alkaloids using Ceric Ammonium Nitrate (CAN)



Address:   Mumu Chakraborty
Department of Chemistry, Govt. Girls’ General Degree College, 7, Mayur Bhanj Road, Kolkata – 700023, West Bengal, India
*Corresponding Author
DOI No: 10.5958/0974-4150.2018.00061.5

ABSTRACT:
In course of our study on the nitration of carbazole alkaloids isolated from Murraya koenigii, we have observed that there is no report of the nitration of pyranocarbazole alkaloids with ceric ammonium nitrate in the literature. So we were interested to study the nitration of pyranocarbazole alkaloids girinimbine, koenidine, koenimbine and mahanimbine isolated from M. koenigii. Interestingly selective mononitation occurred in girinimbine and koenidine, whereas koenimbine and mahanimbine afforded dinitro derivatives as major products. Nitration of glycozolidine with ceric ammonium nitrate on the other hand furnished a dimeric diniro compound. The mechanism of formation of new nitro pyranocarbazole alkaloids in these reactions will be discussed.
KEYWORDS:
Murraya koenigii, alkaloids, pyranocarbazole, nitration, ceric ammonium nitrate.
Cite:
Mumu Chakraborty. Nitration of C13, C18 and C23 Carbazole Alkaloids using Ceric Ammonium Nitrate (CAN). Asian J. Research Chem. 2018; 11(2):337-343.
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