Efficient Preparation of Alkaloids Polycarpine and Polycarpaurines A and C

An efficient method for the preparation of alkaloids polycarpine and polycarpaurines A and C via microwave‐assisted three‐step one‐pot reaction as the key step has been developed. This is the first report about the synthesis of polycarpaurines A and C. Starting from commercially available p‐methoxyb...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 2017-01, Vol.54 (1), p.121-124
Main Authors: Guo, Pengbin, Yan, Shuang, Hu, Zeliang, Zhuang, Weihui, Xiong, Yan, Zhang, Lanya, Wang, Ziwen, Wang, Qingmin
Format: Article
Language:English
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Summary:An efficient method for the preparation of alkaloids polycarpine and polycarpaurines A and C via microwave‐assisted three‐step one‐pot reaction as the key step has been developed. This is the first report about the synthesis of polycarpaurines A and C. Starting from commercially available p‐methoxybenzaldehyde, polycarpine and polycarpaurine A were obtained over seven steps with 40 and 24 % overall yield, respectively. Polycarpine could convert to polycarpaurine C in 72% yield in the presence of NaHSO3. The structure of polycarpine and polycarpaurines A and C was confirmed by 1H NMR, 13C NMR, and HRMS.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.2549