Synthesis of N-propargylanabasine derivatives by the mannich reaction

被引:0
|
作者
M. V. Mavrov
S. G. Zlotin
机构
[1] Russian Academy of Sciences,N. D. Zelinsky Institute of Organic Chemistry
来源
Russian Chemical Bulletin | 2007年 / 56卷
关键词
the Mannich reaction; anabasine; alkaloids; alkynes; β-aminoalkynes;
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学科分类号
摘要
N-Propargylanabasine derivatives bearing various substituents at the carbon atom of the alkyne fragment were obtained by the reaction of anabasine hydrochloride with terminal alkynes and paraformaldehyde. The reaction proceeded with retention of the C(2) chiral center in anabasine fragment. The by-products of the reaction, including 1,3-diacetylene (the products of dimerization of alkynes) and conjugated vinylacetylenes (the rearrangement products of the Mannich adducts) were isolated and characterized.
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页码:1637 / 1647
页数:10
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