Studies on C-glycosides XXVII. Synthesis of acyclic bayin analogues

Acta Chimica Sinica ›› 1991, Vol. 49 ›› Issue (6): 593-599. Previous Articles Next Articles

Original Articles

碳苷研究 XXVII. 黑豆素非环类似物的合成

蔡孟深;边兆群;乔梁;王动

北京医科大学有机化学教研室;北京医科大学分析计算中心

发布日期:1991-06-15

Studies on C-glycosides XXVII. Synthesis of acyclic bayin analogues

CAI MENGSHEN;BIAN ZHAOQUN;QIAO LIANG;WANG DONG

Published:1991-06-15

Abstract

Synthesis of acyclic bayin analogs was reported. The substituted flavones were obtained by starting from 2,4-dihydroxyacetophenone, after monobenzylation, Claisen rearrangement, Aldol condensation and I2/DMSO/H2SO4 cyclization. Claisen rearrangement was used to introduce the 8-substituted side chain before or after the formation of flavone ring with high yield. Allylic side chain was modified to give six bayin analogs in which compound I has a free 7-hydroxy group.

Key words: ULTRAVIOLET SPECTROPHOTOMETRY, FLAVONE, REACTION MECHANISM, FLAVONOID, SULFURIC ACID, MASS SPECTROGRAPHY, C13 NMR SPECTROMETRY, PROTON MAGNETIC RESONANCE SPECTROMETRY, GLYCOSIDE, DMSO

CLC Number:

O621

Cite this article

CAI MENGSHEN;BIAN ZHAOQUN;QIAO LIANG;WANG DONG. Studies on C-glycosides XXVII. Synthesis of acyclic bayin analogues[J]. Acta Chimica Sinica, 1991, 49(6): 593-599.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

[1]	Guanglong Huang, Xiao-Song Xue. Computational Study on the Mechanism of Chen’s Reagent as Trifluoromethyl Source [J]. Acta Chimica Sinica, 2024, 82(2): 132-137.
[2]	Guoqing Cui, Yiyang Hu, Yingjie Lou, Mingxia Zhou, Yuming Li, Yajun Wang, Guiyuan Jiang, Chunming Xu. Research Progress on the Design, Preparation and Properties of Catalysts for CO₂ Hydrogenation to Alcohols [J]. Acta Chimica Sinica, 2023, 81(8): 1081-1100.
[3]	Xinpu Fu, Xiuling Wang, Weiwei Wang, Rui Si, Chunjiang Jia. Fabrication and Mechanism Study of Clustered Au/CeO₂ Catalyst for the CO Oxidation Reaction^★ [J]. Acta Chimica Sinica, 2023, 81(8): 874-883.
[4]	Luocong Wang, Zhewei Li, Caiwei Yue, Peihuan Zhang, Ming Lei, Min Pu. Theoretical Study on the Isomerization Mechanism of Azobenzene Derivatives under Electric Field [J]. Acta Chimica Sinica, 2022, 80(6): 781-787.
[5]	Siming Yang, Airong Liu, Jing Liu, Zhaoli Liu, Weixian Zhang. Advance of Sulfidated Nanoscale Zero-Valent Iron: Synthesis, Properties and Environmental Application [J]. Acta Chimica Sinica, 2022, 80(11): 1536-1554.
[6]	Chengqiao Li, Yibo Wang. A Combination Method of Quantum Chemistry and Its Application to the Study of the Effects of Mercury on the Formation of Sulfuric Acid Aerosol [J]. Acta Chimica Sinica, 2021, 79(8): 1065-1072.
[7]	Yilong Hua, Donghan Li, Tianhang Gu, Wei Wang, Ruofan Li, Jianping Yang, Wei-xian Zhang. Enrichment of Uranium from Aqueous Solutions with Nanoscale Zero-valent Iron: Surface Chemistry and Application Prospect [J]. Acta Chimica Sinica, 2021, 79(8): 1008-1022.
[8]	Huang Rongyi, Shen Qiong, Zhang Chao, Zhang Shaoyong, Xu Heng. Studies on the Mechanism of the Transition Metal-Catalyzed Reaction of Organonitrile with Sodium Azide [J]. Acta Chimica Sinica, 2020, 78(6): 565-571.
[9]	Shao, Wenbo, An, Quanlin, Cao, Xin, Yu, Biao. Efficient Synthesis of Representative Flavone-7-O-Glycosides [J]. Acta Chimica Sinica, 2019, 77(10): 999-1007.
[10]	Wu Weirong, Yuan Xiaomin, Hou Hua, Wang Baoshan. Theoretical Investigations on the Mechanisms for the Reactions of Sevoflurane Radicals[(CF₃)₂C(·)OCH₂F, (CF₃)₂CHOC(·)HF] with O₂and the OH· Radicals Regeneration [J]. Acta Chim. Sinica, 2018, 76(10): 793-801.
[11]	Mu Weihua, Ma Yao, Fang Decai, Wang Rong, Zhang Haina. Computational Insights into the Diels-Alder-alike Reactions of 1-Iodo-2-Lithio-o-Carborane with Fulvenes [J]. Acta Chim. Sinica, 2018, 76(1): 55-61.
[12]	Tang Jing, Tang Lin, Feng Haopeng, Dong Haoran, Zhang Yi, Liu Sishi, Zeng Guangming. Research Progress of Aqueous Pollutants Removal by Sulfidated Nanoscale Zero-valent Iron [J]. Acta Chim. Sinica, 2017, 75(6): 575-582.
[13]	Huang Xiao-yue, Wang Wei, Ling Lan, Zhang Wei-xian. Heavy Metal-nZVI Reactions: the Core-shell Structure and Applications for Heavy Metal Treatment [J]. Acta Chim. Sinica, 2017, 75(6): 529-537.
[14]	Ding Shuang, Ge Qingfeng, Zhu Xinli. Research Progress in Ketonization of Biomass-derived Carboxylic Acids over Metal Oxides [J]. Acta Chim. Sinica, 2017, 75(5): 439-447.
[15]	Li Xinwei, Song Song, Jiao Ning. Oxidative Iodohydroxylation of Olefins with DMSO [J]. Acta Chim. Sinica, 2017, 75(12): 1202-1206.

碳苷研究 XXVII. 黑豆素非环类似物的合成

Studies on C-glycosides XXVII. Synthesis of acyclic bayin analogues

PDF

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments