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Synthesis of Intermediate of Natural Product of CytochalasinPericoannosins C-F
Fan Yijun, Liu Zhibo, Yu Fang
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154
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Periconansons C⁃F is a natural product of cytochalasin. Its structure contains a six and six bicyclic skeleton. We think that we can complete the construction of this skeleton structure through one⁃step D⁃A reaction. We synthesized its key D⁃A reaction intermediate.KF is used as base and O2 is used as oxidant to oxidize the required hydroxyl group. After the intramolecular D⁃A reaction, it is possible to complete the total synthesis of four molecules, such as percoannosins C-F.
2021, 41 (3): 23-27.
DOI:
10.3969/j.issn.1672-6952.2021.03.004
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The Synthesis of 1⁃Hydroxytryptamine Derivatives
Zhao Peng, Liu Zhibo, Yu Fang
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235
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As an excellent nucleophile, 1⁃hydroxytryptamine derivatives have been widely used in the synthesis in recent years. With the development of indole alkaloids, 1⁃hydroxytryptamine derivatives will play an important role in the future research. In this paper, 1⁃hydroxytryptamine derivatives were synthesized by tryptamine synthesis method with indole substituted by benzene ring as substrate, protection of nitrogen atom in side chain of tryptamine, reduction of indole ring and oxidation of nitrogen atom in indole ring. Finally, the synthesis of the 1⁃hydroxytryptamine derivative was completed in a medium or higher yield. By this method, we synthesized a series of 1⁃hydroxytryptamine derivatives, and confirmed the accuracy of the structure of the compounds by 1H⁃NMR and 13C⁃NMR.
2021, 41 (1): 18-22.
DOI:
10.3969/j.issn.1672-6952.2021.01.004
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Synthesis of 4⁃Phenyl⁃3⁃Butene⁃2⁃Ketone Compound
Li Ya'nan, Liu Zhibo, Yu Fang
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416
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404
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A synthetic method for forming α,β⁃unsaturated ketones through aldol condensation was studied. The formation of C-C bonds of 4⁃phehyl⁃3⁃buten⁃2⁃one was achieved under a metal⁃free condition in the presence of NaOH. The reaction conditions were mild and the selectivity was strong.The reaction mechanism was measured and the structure of the target product was analyzed by various characterization methods to confirm the structure of the target product.
2020, 40 (6): 10-13.
DOI:
10.3969/j.issn.1672-6952.2020.06.003
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Study on the Technology of Diamine Monoprotection
Li Zhenya, Liu Zhibo, Yu Fang
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568
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A strategy for the formation of amide bonds with one side protection of diamine was reported. A method was found to obtain a large number of mono⁃side protective diamines. When the reaction temperature was 0 ℃, adding the protective group to diamine solution slowly did not need catalyst to synthesize tert⁃butyl N⁃(6⁃aminohexyl)carbamate. The reaction had strong selectivity and good universality. The reaction had strong selectivity and good universality. This process can selectively and efficiently obtain the single amino protection product. The excessive diamine can be recycled and utilized, which improves the utilization rate of raw materials. It is a green and environment⁃friendly reaction.
2020, 40 (1): 32-34.
DOI:
10.3969/j.issn.1672-6952.2020.01.006