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Efficient Preparation of Alkaloids Polycarpine and Polycarpaurines A and C
Author(s) -
Guo Pengbin,
Yan Shuang,
Hu Zeliang,
Zhuang Weihui,
Xiong Yan,
Zhang Lanya,
Wang Ziwen,
Wang Qingmin
Publication year - 2017
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2549
Subject(s) - chemistry , yield (engineering) , carbon 13 nmr , organic chemistry , metallurgy , materials science
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 NaHSO 3 . The structure of polycarpine and polycarpaurines A and C was confirmed by 1 H NMR, 13 C NMR, and HRMS.