Palladium-catalyzed cross-coupling reactions of coumarin derivatives: An overview

被引:29
作者
Kanchana, U. S. [1 ]
Diana, Elizabeth J. [1 ]
Mathew, Thomas, V [1 ]
Anilkumar, Gopinathan [2 ,3 ]
机构
[1] St Thomas Coll Pala, Dept Chem, Arunapuram PO, Kottayam 686574, Kerala, India
[2] Mahatma Gandhi Univ, Sch Chem Sci, P D Hills PO, Kottayam 686560, Kerala, India
[3] Mahatma Gandhi Univ, Inst Integrated Programmes & Res Basic Sci, Priyadarshini Hills PO, Kottayam 686560, Kerala, India
关键词
catalysis; C-C; coumarin; cross-coupling; palladium; SUZUKI-MIYAURA; 4-ARYLCOUMARIN ANALOGS; 4-SUBSTITUTED COUMARINS; OPTICAL-PROPERTIES; PART; ACIDS; HYDROARYLATION; ACCESS; 4-PHENYLCOUMARINS; COMBRETASTATINS;
D O I
10.1002/aoc.5983
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Coumarins are omnipresent in several plants and exhibit a plethora of pharmacological properties, making them an important scaffold in organic synthesis. Naturally, the chemistry of this motif has attracted ever-increasing attention, among which palladium-catalyzed coupling reactions are the most prevalent one. Numerous useful, easy, and concise syntheses and reactions have been achieved using palladium-catalyzed coupling reactions. This review focuses on recent advances in palladium-catalyzed cross-coupling reactions such as Suzuki, Heck, Stille, Sonogoshira etc. reactions of coumarin derivatives and covers the literature from 2001 to 2020.
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页数:17
相关论文
共 80 条
[1]   Chemoselective Suzuki-Miyaura reactions of 4-trifluoromethylsulfonyloxy-6-bromocoumarin [J].
Akrawi, Omer A. ;
Nagy, Gergo Z. ;
Patonay, Tamas ;
Villinger, Alexander ;
Langer, Peter .
TETRAHEDRON LETTERS, 2012, 53 (26) :3206-3209
[2]  
[Anonymous], 1997, COUMARINS BIOL APPL
[3]   Gold-Catalyzed Dearomative Spirocyclization of Aryl Alkynoate Esters [J].
Aparece, Mark D. ;
Vadola, Paul A. .
ORGANIC LETTERS, 2014, 16 (22) :6008-6011
[4]   Antimalarial 4-phenylcoumarins from the stem bark of Hintonia latiflora [J].
Argotte-Ramos, Rocio ;
Ramirez-Avila, Guillermo ;
Rodriguez-Gutierrez, Maria del Carmen ;
Ovilla-Munoz, Marbella ;
Lanz-Mendoza, Humberto ;
Rodriguez, Mario H. ;
Gonzalez-Cortazar, Manases ;
Alvarez, Laura .
JOURNAL OF NATURAL PRODUCTS, 2006, 69 (10) :1442-1444
[5]   Synthesis and biological evaluation of 4-arylcoumarin analogues of combretastatins [J].
Bailly, C ;
Bal, C ;
Barbier, P ;
Combes, S ;
Finet, JP ;
Hildebrand, MP ;
Peyrot, V ;
Wattez, N .
JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (25) :5437-5444
[6]   Synthesis of 4-heteroaryl-substituted coumarins by Suzuki cross-coupling reactions [J].
Beletskaya, IPB ;
Ganina, OG ;
Tsvetkov, AV ;
Fedorov, AY ;
Finet, JP .
SYNLETT, 2004, (15) :2797-2799
[7]   4-Arylcoumarin analogues of combretastatins stimulate apoptosis of leukemic cells from chronic lymphocytic leukemia patients [J].
Billard, Christian ;
Menasria, Faouzia ;
Quiney, Claire ;
Faussat, Anne-Marie ;
Finet, Jean-Pierre ;
Combes, Sebastien ;
Kolb, Jean-Pierre .
EXPERIMENTAL HEMATOLOGY, 2008, 36 (12) :1625-1633
[8]  
Bodke Y. D., 2017, PHARM CHEM, V9, P29
[9]   Simple coumarins and analogues in medicinal chemistry: Occurrence, synthesis and biological activity [J].
Borges, F ;
Roleira, F ;
Milhazes, N ;
Santana, L ;
Uriarte, E .
CURRENT MEDICINAL CHEMISTRY, 2005, 12 (08) :887-916
[10]   A CONVENIENT SYNTHESIS OF 3-BENZYL, 3-BENZYL-4-SUBSTITUTED COUMARINS AND THEIR BENZO DERIVATIVES [J].
BRITTO, N ;
GORE, VG ;
MALI, RS ;
RANADE, AC .
SYNTHETIC COMMUNICATIONS, 1989, 19 (11-12) :1899-1910