A Novel Synthesis Method of 1-Aza-2,8-dioxabicyclo[3.3.0] octane Derivatives

Chem. J. Chinese Universities ›› 2002, Vol. 23 ›› Issue (4): 591.

• Articles • Previous Articles Next Articles

A Novel Synthesis Method of 1-Aza-2,8-dioxabicyclo[3.3.0] octane Derivatives

JIAN Tian-Ying¹, WANG Zhao-Yang², WANG Jian-Ping³, CHEN Qing-Hua¹

1. Department of Chemistry, Beijing Normal University, Beijing 100875, China;
2. Department of Chemistry, South China Normal University, Guangzhou 510631, China;
3. Department of Chemistry, Luoyang Teacher's College, Luoyang 471022, China

Received:2000-12-22 Online:2002-04-24 Published:2002-04-24

Abstract

Abstract: A series of 1-aza-2, 8-dioxabicyclo[3.3.0] octanes containing multiple functional groups weresynthesized though [3+2] cycloaddition reaction of 4-substituted phenyl-3, 5-bis (methoxycarbonyl)-2-isooxazoline-N-oxides with ethyl acrylate as dipolarphile.The reaction underwent under a mild conditionand offered the products with higher yields (50%-93%).The structures of the compounds synthesizedwere confirmed by elemental analyses, ¹H NMR, ¹³C NMR, IR and MS.

Key words: 2-Isooxazoline-N-oxide, 1-Aza-2,8-dioxabicyclo[3.3.0] octane, [3+2] Cycloaddition

CLC Number:

O621

TrendMD:

JIAN Tian-Ying, WANG Zhao-Yang, WANG Jian-Ping, CHEN Qing-Hua. A Novel Synthesis Method of 1-Aza-2,8-dioxabicyclo[3.3.0] octane Derivatives[J]. Chem. J. Chinese Universities, 2002, 23(4): 591.

[1]	SUN Yi-Fu, YE Ling, YE Kai-Qi. Electroluminescent Property of a Beryllium Metal-chelate Complex Used as the Electron-transporting Host Material [J]. Chem. J. Chinese Universities, 2012, 33(08): 1714.
[2]	CHEN Zhe, KWONG Anna Ka-Yee, YANG Zhen-Jun, ZHANG Liang-Ren, LEE Hon Cheung, ZHANG Li-He. Synthesis and Biological Evaluation of Nicotinamide Adenine Dinucleotides Analogues as Inhibitors of CD38 [J]. Chem. J. Chinese Universities, 2012, 33(06): 1226.
[3]	HE Lin, CHEN Chen, LI Fei, ZHU Yi-Zhou, ZHENG Jian-Yu. Influence of Configuration on Photoinduced Electron-transfer Mechanism in Sulfonyl Amidine Linked Porphyrin-fullerene Dyad [J]. Chem. J. Chinese Universities, 2012, 33(06): 1205.
[4]	WANG Yang, TANG Xian-Zhong*, TANG Xiang, WANG Yun-Long, ZHAO Shuai. Synthesis and Properties of Two Novel Azobenzene Chromophores [J]. Chem. J. Chinese Universities, 2011, 32(10): 2327.
[5]	HU Cong, MA Ming-Liang, LI Xiao-Yan, HU Wen-Jing, ZHAO Xiao-Li, WEN Ke*. Synthesis, Structures and Self-assemblies of Tripodal Malonate, β-Diketones and Pyrazolyls Derivatives [J]. Chem. J. Chinese Universities, 2011, 32(9): 2145.
[6]	YANG Yan, JIN Yong-Sheng, DONG Zhen-Xiu, HU Hong-Gang, YU Shi-Chong, WU Qiu-Ye*. Syntheses of Capsaicin and (E)-4-Hydroxy-3-methoxybenzyl-8-methylnon-6-enoate [J]. Chem. J. Chinese Universities, 2007, 28(7): 1310.
[7]	HE Lan, ZHANG Wei, LIU Yu-Mei, LI Ming, CHEN Qing-Hua. Syntheses and Structures of Some Functionalized Optically Active Butanediol Derivatives [J]. Chem. J. Chinese Universities, 2006, 27(3): 464.
[8]	ZHANG Hui-Dong, ZHANG Ping, SUN Ying-Hui, YE Kai-Qi, ZHANG Jing-Ying, WANG Yue. Metal Ion Sensing Properties of BAEAHQA/MCM-41 Assembly [J]. Chem. J. Chinese Universities, 2006, 27(3): 506.
[9]	MEI Xiang-Dong, ZHANG Zhi-Beng, YI Yue-Chao, LI Bao-Ju, NING Jun. Studies on Synthesis of 2\\|Carboxylic Acid Phenyl Heptaglucoside and Its Phytoalexin\\|Elicitor Activity [J]. Chem. J. Chinese Universities, 2006, 27(2): 254.
[10]	CHENG Ci-Kun, ZHANG Sheng-Yong, WANG Beng-An, SUN Xiao-Chi, DIAO Yan. Synthesis of a Novel Soluble Polymer\\|bound Chiral Ligand and It's Application in Catalytic Asymmetric Dihydroxylation of Olefins [J]. Chem. J. Chinese Universities, 2006, 27(2): 250.
[11]	WEI Rong-Bao, CHEN Su-Zhan, LIANG Ya, LIU Xiu-Meng, LI Hong-Bo. Synthesis of 1,3,5-Tri{3-[2,4,8,10-tetra\\|oxa-9(3,5-di(2,6-dioxa-4,4-dihydroxymethylcyclohexyl)phenyl]spiro\[5.5]undecyl}benzene for Novel Dendrimer [J]. Chem. J. Chinese Universities, 2006, 27(1): 82.
[12]	SONG Zhi-Guang, LI Jing, LIU Qing-Wen, LI Ye-Zhi, HUANG Hua-Min. Baeyer-Villiger Reaction of(+)-Chrysanthenone [J]. Chem. J. Chinese Universities, 2005, 26(12): 2264.
[13]	ZHANG Chuan-Xin, ZHANG Hong-Mei, LI Chang-Ling, GE Ze-Mei, CHENG Tie-Ming, LI Run-Tao . Synthesis and Analgesic Activity of Novel Open-chained Epibatidine Analogues [J]. Chem. J. Chinese Universities, 2005, 26(10): 1840.
[14]	TANG E, XU Jian-Feng, HUANG Xian . Synthesis of Polystyrene-supported Selenovinyl Bromide and Its Application in the Solid-phase Synthesis of Polysubstituted Olefins [J]. Chem. J. Chinese Universities, 2005, 26(10): 1849.
[15]	DING Lan, YU Kai-Bei, LIU Guo-An . Crystal Structure for Cytotoxic Diterpenoids Wangzaozin A [J]. Chem. J. Chinese Universities, 2005, 26(8): 1455.

A Novel Synthesis Method of 1-Aza-2,8-dioxabicyclo[3.3.0] octane Derivatives

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments