Application of Suzuki-Miyaura Reaction in the Chemistry of Oxolan-2-ones

被引：0

作者：

Ghochikyan, T. V. ^{[1
]}

Vardanyan, A. S. ^{[1
,2
]}

Samvelyan, M. A. ^{[1
]}

Galstyan, A. S. ^{[1
]}

Langer, P. ^{[2
]}

机构：

[1] Yerevan State Univ, Fac Chem, Ul A Manoogian 1, Yerevan 0025, Armenia

[2] Univ Rostock, Inst Chem, Albert Einstein Str 3a, D-18059 Rostock, Germany

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 55卷 / 02期

关键词：

Suzuki-Miyaura reaction; oxolan-2-one; cross-coupling reaction; tetrakis(triphenylphosphine)-palladium(0); arylboronic acids;

D O I：

10.1134/S1070428019020258

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reactions of 2-(2-chloroprop-2-en-1-yl)-5,5-dimethyloxolan-2-one with arylboronic acids in the presence of Pd(PPh3)(4) and K2CO3 was used to synthesize novel oxolan-2-one derivatives3-[(2-aryl)prop-2-en-1-yl]-5,5-dimethyloxolan-2-ones. The reaction conditions were optimized for the highest yields of the target products.

引用

页码：279 / 281

页数：3

共 17 条

[1] Artabolide, a novel polar auxin transport inhibitor isolated from Artemisia absinthium [J].

Arai, Tsukasa ;

Toda, Yuta ;

Kato, Kiyotaka ;

Miyamoto, Kensuke ;

Hasegawa, Tsuyoshi ;

Yamada, Kosumi ;

Ueda, Junichi ;

Hasegawa, Koji ;

Inoue, Tsuyoshi ;

Shigemori, Hideyuki .

TETRAHEDRON, 2013, 69 (34) :7001-7005

[2] A New Strategy for the Synthesis of Himbacine [J].

Casey, Mike ;

McCarthy, Robert .

SYNLETT, 2011, (06) :801-804

[3] New alkaloids from Formosan zoanthid Zoanthus kuroshio [J].

Cheng, Yuan-Bin ;

Lo, I-Wen ;

Shyur, Lie-Fen ;

Yang, Chung-Chih ;

Hsu, Yu-Ming ;

Su, Jui-Hsin ;

Lu, Mei-Chin ;

Chiou, Shu-Fen ;

Lan, Chih-Chin ;

Wu, Yang-Chang ;

Chang, Fang-Rong .

TETRAHEDRON, 2015, 71 (45) :8601-8606

[4] Isolation and characterization of two new drimanes from Zygogynum baillonii and synthesis of analogues [J].

Fotsop, Dalia Fornekong ;

Roussi, Fanny ;

Le Callonec, Catherine ;

Bousserouel, Hadjira ;

Litaudon, Marc ;

Gueritte, Francoise .

TETRAHEDRON, 2008, 64 (09) :2192-2197

[5] Design, synthesis and in vitro antitumour activity of new goniofufurone and 7-epi-goniofufurone mimics with halogen or azido groups at the C-7 position [J].

Francuz, Jovana ;

Kovacevic, Ivana ;

Popsavin, Mirjana ;

Benedekovic, Goran ;

Sreco Zelenovic, Bojana ;

Kojic, Vesna ;

Jakimov, Dimitar ;

Aleksic, Lidija ;

Bogdanovic, Gordana ;

Srdic-Rajic, Tatjana ;

Loncar, Eva ;

Rodic, Marko V. ;

Divjakovic, Vladimir ;

Popsavin, Velimir .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 128 :13-24

[6] Sonogashira Reaction of 5-Substituted 3-(Prop-2-yn-1-yl) oxolan-2-ones [J].

Ghochikyan, T. V. ;

Samvelyan, M. A. ;

Galstyan, A. S. ;

Gevorgyan, A. ;

Vardanyan, G. ;

Grigoryan, T. ;

Langer, P. .

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 53 (12) :1833-1839

[7]

Ghochikyan TV, 2008, RUSS J CHEM, V44, P1799, DOI [10.1134/S1070428008120130, DOI 10.1134/S1070428008120130]

[8] Synthesis, biotransformation and biological activity of halolactones obtained from β-ionone [J].

Grabarczyk, Malgorzata ;

Winska, Katarzyna ;

Maczka, Wanda ;

Zarowska, Barbara ;

Maciejewska, Gabriela ;

Dancewicz, Katarzyna ;

Gabrys, Beata ;

Aniol, Miroslaw .

TETRAHEDRON, 2016, 72 (05) :637-644

[9] Collective Synthesis of Natural Products by Using Metathesis Cascade Reactions [J].

Han, Jing-Chun ;

Li, Chuang-Chuang .

SYNLETT, 2015, 26 (10) :1289-1304

[10] Rare Sesquiterpenoids from the Shed Trunk Barks of the Critically Endangered Plant Abies beshanzuensis and Their Bioactivities [J].

Hu, Chang-Ling ;

Xiong, Juan ;

Li, Ji-Yang ;

Gao, Li-Xin ;

Wang, Wen-Xuan ;

Cheng, Ke-Jun ;

Yang, Guo-Xun ;

Li, Jia ;

Hu, Jin-Feng .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (10) :1832-1835

← 1 2 →