- Cascade Synthesis of 4-Arylcoumarins: Pd-Catalyzed Arylations and Cyclizations with (E)-Ethyl 3-(2-Hydroxyaryl)acrylates and Triarylantimony Difluorides
-
Herein, we describe a simple general method for the synthesis of 4-arylcoumarins using pentavalent organoantimony compounds. The reactions of 3-(2-hydroxyaryl)acrylates with triarylantimony difluorides in the presence of Pd(OAc)2 (10 mol-%) and 2,2'-bipyridyl (10 mol-%) at 80 °C under aerobic conditions afforded 4-arylcoumarins in good-to-excellent yields. This protocol involves a cascade oxidative Heck-type arylation followed by cyclization, with all the aryl groups in the triarylantimony difluoride transferred to the coupling products. Triarylantimony difluorides resulted in better outcomes than those obtained with other pentavalent organoantimony or bismuth compounds.
- Kitamura, Yuki,Matsumura, Mio,Kato, Yukari,Murata, Yuki,Yasuike, Shuji
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supporting information
p. 1652 - 1657
(2020/03/05)
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- Zeolite-promoted Synthesis of Coumarins and Thiocoumarins
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Acidic zeolites, especially faujasites, efficiently promote the intramolecular cyclization of aryl propynoates and propynethioates, which produces coumarins and thiocoumarins, usually in high yields. Comparison with homogeneous Lewis or Br?nsted acids and
- Zaitceva, Olesia,Bénéteau, Valérie,Ryabukhin, Dmitry S.,Louis, Benoit,Vasilyev, Aleksander V.,Pale, Patrick
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p. 326 - 333
(2019/11/13)
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- Photoinduced cyclization of alkynoates to coumarins with N-Iodosuccinimide as a free-radical initiator under ambient and metal-free conditions
-
An efficient photoinduced strategy for the preparation of coumarins was developed. In the presence of N-iodosuccinimide (NIS) as a free-radical initiator and under LED (380–385 nm) irradiation and metal-free conditions, the reaction of alkynoates underwen
- Wang, Zhihui,Li, Xuezhi,Wang, Lei,Li, Pinhua
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p. 1044 - 1051
(2019/01/25)
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- Practical Ni-Catalyzed Cross-Coupling of Unsaturated Zinc Pivalates with Unsaturated Nonaflates and Triflates
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A practical nickel-catalyzed cross-coupling of (hetero)aryl or alkynylzinc pivalates with various unsaturated nonaflates or triflates is described. Organozinc pivalates allow these cross-couplings to take place with high yields and a low catalyst loading (0.5 mol %). Couplings with (E)- and (Z)-alkenyl triflates proceed with retention of configuration.
- Hofmayer, Maximilian S.,Lutter, Ferdinand H.,Grokenberger, Lucie,Hammann, Jeffrey M.,Knochel, Paul
-
supporting information
p. 36 - 39
(2019/01/04)
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- Palladium catalyzed Heck-arylation/cyclization cascade: An environmentally benign and efficient synthesis of 4-arylcoumarins in water
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An environmentally benign and efficient approach for the synthesis of 4-arylcoumarins from ortho-hydroxy cinnamate ester derivatives with aryl iodides was developed in water under aerobic conditions. This transformation proceeds through a palladium catalyzed Heck-arylation/cyclization cascade reaction. The present protocol features a wide substrate scope and readily available starting materials to afford the desired products in high to excellent yields.
- Chen, Junmin,Liu, Wei,Zhou, Liandi,Zhao, Yongli
-
supporting information
p. 2526 - 2531
(2018/05/28)
-
- Rhodium(I)-Catalyzed Decarbonylative Aerobic Oxidation of Cyclic α-Diketones: A Regioselective Single Carbon Extrusion Strategy
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A rhodium-catalyzed decarbonylative aerobic oxidation of cyclic α-diketones has been developed for the first time, where the regioselective formations of α-pyrones and isocoumarins have been achieved. The current decarbonylative aerobic oxidation pathway proceeds via the C-C bond cleavage followed by a C-O bond formation, representing a biomimetic oxidation approach to unsaturated six-membered cyclic lactones. The unique ability of rhodium catalysts to induce the decarbonylative aerobic oxidation opens up a new synthetic toolbox that utilizes the "regioselective single carbon" extrusion strategy.
- Golime, Gangadhararao,Kim, Hun Young,Oh, Kyungsoo
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p. 942 - 945
(2018/02/22)
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- Nickel-catalyzed cross-coupling of β-carbonyl alkenyl pivalates with arylzinc chlorides
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The nickel-catalyzed cross-coupling reaction of β-carbonyl alkenyl pivalates with arylzinc reagents generates 3-aryl-substituted α,β-unsaturated carbonyl compounds via C-O bond cleavage. The reaction features mild reaction conditions, a wide scope of substrates, and good functional group tolerance.
- Pan, Wen-Jing,Wang, Zhong-Xia
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p. 1029 - 1036
(2018/02/19)
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- Formal Carbene Insertion into C?O or C?N Bond: An Efficient Strategy for the Synthesis of 2-Substituted 2H-Chromene Derivatives from Chromene Acetals or Hemiaminal Ethers
-
We report the palladium/Br?nsted acid co-catalyzed formal insertion of carbene into the C?O or C?N bond of 2H-chromene acetals or hemiaminal ethers. This transformation was initiated by the Br?nsted acid-promoted cleavage of the C?O or C?N bond, followed by modification of the leaving alcohol or amino fragments with palladium carbenes, and reassembly of the modified fragments. A variety of C-2 functionalized 2H-chromene derivatives were obtained in moderate yield (43~75%) with good to excellent diastereoselectivities (up to >95:5 dr) under mild conditions. (Figure presented.).
- Zhang, Dan,Hu, Wenhao
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p. 2446 - 2452
(2018/05/14)
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- A 4 - phenyl coumarin compound of preparation method
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The invention belongs to the technical field of organic compound synthesis and discloses a preparation method of a 4-phenylcoumarin compound. The preparation method solves the problem that the existing coumarin compound synthesis method produces single co
- -
-
Paragraph 0059-0062
(2017/08/31)
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- Transition-Metal-Free Lactonization of sp2 C-H Bonds with CO2
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The transition-metal-free lactonization of heteroaryl and alkenyl C-H bonds with carbon dioxide is reported to synthesize important coumarin derivatives in moderate to excellent yields. These redox-neutral reactions feature a broad substrate scope, good functional group tolerance, facile scalability, and easy product derivatization.
- Zhang, Zhen,Ju, Tao,Miao, Meng,Han, Jie-Lian,Zhang, Yi-Han,Zhu, Xing-Yong,Ye, Jian-Heng,Yu, Da-Gang,Zhi, Yong-Gang
-
supporting information
p. 396 - 399
(2017/04/21)
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- Palladium(II) oxide impregnated on magnetite as a catalyst for the synthesis of 4-arylcoumarins: Via a Heck-arylation/cyclization process
-
Heck-arylation/cyclization was achieved using heterogeneous palladium(ii) oxide impregnated on magnetite catalyst (2.5 mol%) with a lower catalyst loading than that reported for similar processes. Ethanol was used as a non-toxic and bio-renewable solvent. Good yields were afforded using a broad range of substrates (40-98%). The catalyst could be partially recycled, and analyses confirmed the almost total reduction of palladium(ii) oxide to palladium(0) as well as the iodine poissoning effect, which is the main barrier to complete recyclability.
- Pérez, Juana M.,Cano, Rafael,McGlacken, Gerard P.,Ramón, Diego J.
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p. 36932 - 36941
(2016/05/24)
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- Synthesis of 4-arylcoumarins via palladium-catalyzed arylation/cyclization of ortho-hydroxylcinnamates with diaryliodonium salts
-
The palladium-catalyzed arylation/cyclization of ortho-hydroxylcinnamate ester derivatives by using diaryliodonium(III) salts has been developed. With this method, 4-arylcoumarins were easily prepared in good to excellent yields under base-free conditions
- Yang, Yang,Han, Jianwei,Wu, Xunshen,Xu, Shujia,Wang, Limin
-
supporting information
p. 3809 - 3812
(2015/06/08)
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- Single-step synthesis of 4-phenyl and 3,4-dihydro-4-phenyl coumarins using a recyclable Preyssler heteropolyacid catalyst under solvent-free reaction conditions
-
4-Phenyl and 3,4-dihydro-4-phenylcoumarins were prepared by direct esterification of phenols with phenylpropiolic and cinnamic acids, respectively, using a compound with Preyssler structure (H14P5NaW30O110) (PA)
- Escobar, Anglica M.,Ruiz, Diego M.,Autino, Juan C.,Romanelli, Gustavo P.
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p. 10109 - 10123
(2016/01/12)
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- Pd-catalyzed chemo-selective mono-arylations and bis-arylations of functionalized 4-chlorocoumarins with triarylbismuths as threefold arylating reagents
-
Cross-coupling reactions of differently substituted 4-chlorocoumarins were studied under palladium catalysis using triarylbismuths as threefold arylating reagents. The high reactivity of 4-chlorocoumarins was demonstrated delivering mono- and bis-arylation products in a chemo-selective manner. The reaction conditions employed are simple, robust and the threefold coupling reactivity of triarylbismuth reagents was witnessed with good to high yields in 2-4 h conditions. The utility of the methodology was explored in the synthesis of a few natural occurring neoflavones (3.27-3.30). In addition, the 4-arylcoumarin 3.1 product is a useful precursor for the preparation of (R)-tolterodine.
- Rao, Maddali L.N.,Kumar, Abhijeet
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p. 6995 - 7005
(2015/03/14)
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- Palladium-catalyzed domino protodecarboxylation/oxidative Heck reaction: Regioselective arylation of coumarin-3-carboxylic acids
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A protocol for straightforward and step-economical synthesis of neoflavones from coumarin-3-carboxylic acids is developed. This approach enables controlled protodecarboxylation/regioselective C-H arylation of coumain-3-carboxylic acids in one-pot using a
- Khoobi, Mehdi,Molaverdi, Fatemeh,Alipour, Masoumeh,Jafarpour, Farnaz,Foroumadi, Alireza,Shafiee, Abbas
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p. 11164 - 11168
(2014/01/06)
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- Palladium(II)-catalyzed direct carboxylation of alkenyl C-H bonds with CO2
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Pd-catalyzed direct carboxylation of alkenyl C-H bonds with carbon dioxide was realized for the first time. Treatment of 2-hydroxystyrenes and a catalytic amount of Pd(OAc)2 with Cs2CO3 under atmospheric pressure of CO2 afforded corresponding coumarins in good yield. Furthermore, isolation of the key alkenylpalladium intermediate via C-H bond cleavage was achieved. The reaction was proposed to undergo reversible nucleophilic addition of the alkenylpalladium intermediate to CO2.
- Sasano, Kota,Takaya, Jun,Iwasawa, Nobuharu
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p. 10954 - 10957
(2013/08/23)
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- Vinyl nosylates: An ideal partner for palladium-catalyzed cross-coupling reactions
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In a hurry to leave! Nosylates act as an excellent leaving group in various palladium-catalyzed cross-couplings, such as Suzuki, Stille, Heck, and Sonogashira reactions (see scheme). Crystalline, stable, and cheap vinyl and aryl nosylates proved better th
- Cheval, Nicolas P.,Dikova, Anna,Blanc, Aurelien,Weibel, Jean-Marc,Pale, Patrick
-
supporting information
p. 8765 - 8768
(2013/07/26)
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- [Pd(PPh3)2 (saccharinate)2]- general catalyst for Suzuki-Miyaura, Negishi cross-coupling and C-H bond functionalization of coumaryl and pyrone substrates
-
The potential of complex [Pd(PPh3)2(saccharinate) 2] 1 in catalyzing Suzuki-Miyaura cross-coupling of 4-halo and 4-bromomethyl coumaryl and pyrone substrates with different aryl boronic acids has been explored. Excellent yields of the desired products are obtained in competitive reaction time and under relatively mild conditions. Negishi cross-coupling of 4-coumaryl tosylate with aryl and alkylzinc reagents has also been performed with good yields of the cross-coupled products obtained in most cases. Intra-molecular C-H bond functionalization of coumaryl ethers also furnished very high yields of synthetically attractive tetracyclic ring systems exhibiting the potential of 1 as a powerful catalyst in synthetically important reactions.
- Shah, Parin,Santana, M. Dolores,García, Joaquín,Serrano, J. Luis,Naik, Minal,Pednekar, Suhas,Kapdi, Anant R.
-
supporting information
p. 1446 - 1453
(2013/02/25)
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- Coumarins from free ortho -hydroxy cinnamates by Heck-Matsuda arylations: A scalable total synthesis of (R)-tolterodine
-
Free ortho-hydroxy cinnamate ester derivatives are evaluated in the synthesis of structurally diverse 4-aryl-coumarins via a tandem Heck-Matsuda cyclization reaction. Free phenolic groups were considered incompatible with such a reaction, which usually provide the corresponding diazo dyes. A concise and scalable route employing a ligand-free, Pd-catalyzed Heck-Matsuda arylation under aerobic conditions for the preparation of (R)-Tolterodine in high overall yield and ee is also presented.
- Barancelli, Daniela A.,Salles, Airton G.,Taylor, Jason G.,Correia, Carlos Roque D.
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p. 6036 - 6039
(2013/02/23)
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- TMSOTf-catalyzed intramolecular seleno-arylation of tethered alkenes: A novel method for the solid-phase synthesis of dihydrocoumarins and coumarins
-
TMSOTf-catalyzed intramolecular seleno-arylation of tethered alkenes was performed using polystyrene-supported succinimidyl selenide as the selenium source. This catalytic process provides an efficient method for the regioselective synthesis of dihydrocoumarins possessing a seleno-functionality, followed by traceless cleavage of selenium linker to provide dihydrocoumarins and coumarins in good yields and purities.
- Tang,Li, Wen,Gao, Zhang Yong,Gu, Xi
-
experimental part
p. 631 - 634
(2012/07/03)
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- Novel saccharinate-bridged palladium complexes for efficient C-O bond activation displaying promising luminescence properties
-
The synthesis of mono- and dinuclear cyclometallated palladium(II) complexes with deprotonated saccharinate ligands displaying different coordination modes is described. The new compounds were prepared by direct reaction between saccharine and the corresp
- Santana, M. Dolores,Garcia-Bueno, Rocio,Garcia, Gabriel,Sanchez, Gregorio,Garcia, Joaquin,Kapdi, Anant R.,Naik, Minal,Pednekar, Suhas,Perez, Jose,Garcia, Luis,Perez, Eduardo,Serrano, J. Luis
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p. 3832 - 3842
(2012/05/07)
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- A convenient solid-phase synthesis of coumarins by TMSOTf-catalyzed intramolecular seleno-arylation of tethered alkenes
-
TMSOTf-catalyzed intramolecular seleno-arylation of tethered alkenes was performed using polystyrene-supported succinimidyl selenide as the selenium source. This catalytic process provides an efficient method for the regioselective synthesis of dihydrocou
- Tang,Li, Wen,Gao, Zhangyong
-
experimental part
p. 907 - 912
(2012/05/20)
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- Palladium-catalyzed oxidative heck coupling reaction for direct synthesis of 4-arylcoumarins using coumarins and arylboronic acids
-
An efficient protocol for the direct synthesis of 4-arylcoumarins via palladium-catalyzed oxidative Heck coupling reaction of coumarins and arylboronic acids was developed. 4-Arylcoumarins were obtained in moderate to excellent yields, and the reaction also showed tolerance toward functional groups such as hydro, methoxy, diethylamino, nitro, and chloro groups.
- Li, Yaming,Qi, Zisong,Wang, Huifeng,Fu, Xinmei,Duan, Chunying
-
supporting information; experimental part
p. 2053 - 2057
(2012/04/04)
-
- A novel organozinc reagent 4-coumarinylzinc bromide; Preparation and application in the synthesis of 4-substituted coumarin derivatives
-
A novel organozinc reagent, 4-coumarinylzinc bromide, was prepared by the direct oxidative addition of active zinc to 4-bromocoumarin. The resulting organozinc bromide underwent the palladium-catalyzed cross-coupling reactions with a variety of aryl halid
- Rieke, Reuben D.,Kim, Seung-Hoi
-
scheme or table
p. 3094 - 3096
(2011/06/26)
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- Room temperature nickel(II) complexes [(4-MeOC6H 4)Ni(PCy3)2OTs and Ni(PCy3) 2X2]-catalyzed cross-coupling reactions of aryl/alkenyl sulfonates with arylboronic acids
-
Room temperature nickel(II) complexes [(4-MeOC6H 4)Ni(PCy3)2OTs and Ni(PCy3) 2X2 (X=Cl, Br)]-catalyzed cross-coupling reactions of aryl/alkenyl sulfonates with arylboronic acids are described. The nickel(II) complex (4-MeOC6H4)Ni(PCy3)2OTs proved to be a general catalyst for the Suzuki-Miyaura cross-coupling reactions of aryl sulfonates with arylboronic acids. By limiting the amount of the water in the initial catalytically active Ni(0) species generation stage, Ni(PCy 3)2X2 (X=Cl, Br) could also be efficient catalysts for the cross-coupling reactions a variety of aryl/activated alkenyl tosylates with arylboronic acids. The mild reaction condition, the easy availability of the catalysts and excellent coupling yields make these catalyst systems potentially useful in organic synthesis. Copyright
- Xing, Chun-Hui,Lee, Jeng-Ru,Tang, Zhen-Yu,Zheng, Jin Rong,Hu, Qiao-Sheng
-
supporting information; experimental part
p. 2051 - 2059
(2011/10/12)
-
- An efficient route to 4-substituted coumarins, 2(5H)-furanones, and pyrones via palladium-catalyzed couplings of alkenyl tosylates with organoindium reagents
-
Highly efficient palladium-catalyzed couplings of alkenyl tosylates with organoindium reagents under mild conditions are described, which give rise to 4-substituted coumarins, 2(5H)-furanones, and pyrones in good to excellent yields.
- Gao, Wei,Luo, Yong,Ding, Qiuping,Peng, Yiyuan,Wu, Jie
-
supporting information; experimental part
p. 136 - 138
(2010/03/03)
-
- Palladium-catalyzed direct arylation of 4-hydroxycoumarins with arylboronic acids via C-OH bond activation
-
Operationally simple PdCl2-catalyzed direct arylation of 4-hydroxycoumarins with arylboronic acids via C-OH bond activation under mild conditions is described, which gave rise to the corresponding 4-arylcouamrins in good to excellent yields.
- Luo, Yong,Wu, Jie
-
supporting information; experimental part
p. 2103 - 2105
(2009/07/17)
-
- N-heterocyclic carbene derived Nickel-Pincer complexes: Efficient and applicable catalysts for Suzuki-Miyaura coupling reactions of aryl/alkenyl tosylates and mesylates
-
Catalytic activities of NHC-derived nickel-pincer complexes for the Suzuki-Miyaura coupling reactions of aryl/alkenyl to- sylates and mesylates are described. In the presence of a catalytic amount of nickelacycle 1a, a wide array of tosylates and mesylates reacted with several aryl- and alkenylboronic acids to afford the coupling products, generally in high yields. Fine tuning of the reaction conditions for each class of electrophiles was achieved only by choosing the appropriate reaction medium (DME for tosylates, dioxane for mesylates).
- Kuroda, Jun-Ichi,Inamoto, Kiyofumi,Hiroya, Kou,Doi, Takayuki
-
scheme or table
p. 2251 - 2261
(2009/08/09)
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- Synthesis of 4-arylcoumarins via Cu-catalyzed hydroarylation with arylboronic acids
-
(Chemical Equation Presented) In the presence of 2-4 mol % of CuOAc, methyl phenylpropiolates having a MOM-protected hydroxy group at the ortho position underwent hydroarylation with various arylboronic acids in MeOH at ambient temperature, resulting in the formation of 4-arylcoumarins in high yields after the acidic workup. This method was effectively used for the synthesis of biologically active natural and artificial compounds.
- Yamamoto, Yoshihiko,Kirai, Naohiro
-
supporting information; experimental part
p. 5513 - 5516
(2009/05/27)
-
- GPR40 AGONISTS
-
The invention is directed to compounds of Formula (I) useful as GPR40 agonists. Pharmaceutical compositions and methods of treating one or more conditions including, but not limited to, insulin resistance, hyperglycemia, obesity, diabetes such as NIDDM, and other disorders related to lipid metabolism, energy homeostasis, and complications thereof, using compounds of the invention are also described.
- -
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Page/Page column 26-27
(2008/12/07)
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- Synthesis and biological evaluation of 3-aryl-3-(4-phenoxy)-propionic acid as a novel series of G protein-coupled receptor 40 agonists
-
High-throughput screening of a subset of the J&J compound library containing the carboxylic acid functional group uncovered a bromophenyl derivative as a moderate potent GPR40 agonist. Chemical elaboration of this bromophenyl led to the discovery of a novel series of GPR40 agonists with submicromolar potency. Among them, 22 and 24 behaved as full agonists when compared to the endogenous GPR40 ligand linolenic acid in a functional Ca +2 flux assay in HEK cells expressing GPR40 receptor. Several GPR40 agonists have also demonstrated the ability to induce glucose-mediated insulin secretion in the mouse MIN6 pancreatic β-cell line. Our data supports the hypothesis that GPR40 may play an important role in fatty acid-mediated glucose-dependent insulin secretion. Compound 22 exhibited good pharmacokinetic profile in rat and may serve as a good candidate for in vivo study and may help to determine if GPR40 agonists would be beneficial in the treatment of type II diabetes.
- Song, Fengbin,Lu, Songfeng,Gunnet, Joe,Xu, Jun Z.,Wines, Pam,Proost, Jef,Liang, Yin,Baumann, Chris,Lenhard, Jim,Murray, William V.,Demarest, Keith T.,Kuo, Gee-Hong
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p. 2807 - 2817
(2008/02/08)
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- RhCl(PPh3)3/DPPF: A useful and efficient catalyst for cross-coupling reactions of activated alkenyl tosylates with arylboronic acids
-
A useful and effective rhodium catalyst system - [RhCl(PPh 3)3/DPPF] - for the Suzuki-Miyaura cross-coupling of activated alkenyl tosylates is described. The results not only represent the first examples of the rhodium-catalyzed Suzuki-Miyaura coupling of activated alkenyl tosylates with arylboronic acids under mild conditions, but also provide an efficient route for the synthesis of some natural product-like compounds, such as furan-2(5H)-one, coumarin, pyrone, and quinolin-2(1H)-one derivatives. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
- Wu, Jie,Zhang, Liang,Gao, Ke
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p. 5260 - 5263
(2007/10/03)
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- Synthesis of coumarins in a molten n-Bu4NOAc/n-Bu4NBr mixture through a domino heck reaction/cyclization process
-
4-Arylcoumarins can be prepared in good to high yields by reacting readily available methyl or butyl 3-(ohydroxyaryl)acrylates with aryl iodides and bromides in an n-Bu4NOAc/n-Bu4NBr mixture at 100°C in the presence of Pd(OAc)2.
- Battistuzzi, Gianfranco,Cacchi, Sandro,De Salve, Ilse,Fabrizi, Giancarlo,Parisi, Luca M.
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p. 308 - 312
(2007/10/03)
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- Room temperature nickel(0)-catalyzed Suzuki-Miyaura cross-couplings of activated alkenyl tosylates: Efficient synthesis of 4-substituted coumarins and 4-substituted 2(5H)-furanones
-
Room temperature nickel(0)/tricyclohexylphosphine [Ni(0)/PCy 3]-catalyzed Suzuki-Miyaura cross-couplings of 4-(p- toluenesulfonyloxy)coumarins and 4-(p-toluenesulfonyloxy)-2(5H)-furanone with arylboronic acids are described in this communcation
- Tang, Zhen-Yu,Hu, Qiao-Sheng
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p. 1635 - 1637
(2007/10/03)
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- Palladium-catalyzed cross-coupling reactions of 4-tosylcoumarin and arylboronic acids: Synthesis of 4-arylcoumarin compounds
-
The palladium-catalyzed reaction between 4-tosylatecoumarin and arylboronic acids was investigated. This reaction provides an efficient approach to synthesize diversified 4-arylcoumarins in good yields.
- Wu, Jie,Wang, Lisha,Fathi, Reza,Yang, Zhen
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p. 4395 - 4397
(2007/10/03)
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- Highly Efficient and Single Step Synthesis of 4-Phenylcoumarins and 3,4-Dihydro-4-phenylcoumarins over Montmorillonite K-10 Clay, under Microwave Irradiation
-
A simple, elegant and one-pot synthesis of 3,4-dihydro-4-phenylcoumarins, 4-phenylcoumarins and their derivatives by making use of solid support, montmorillonite K-10 clay in conjunction with microwave irradiation is described.
- Singh, Jasvinder,Kaur, Jasamrit,Nayyar, Sandeep,Kad, Goverdhan L.
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p. 280 - 281
(2007/10/03)
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- Synthesis of neoflavones by Suzuki arylation of 4-substituted coumarins
-
Palladium-catalysed coupling of the 4-chloro- or 4-bromo-coumarins 1-4 with arylboronic acids 5-13 under the Suzuki reaction conditions constitutes an efficient access to 4-arylcoumarins. These 4-arylcoumarins can also be obtained in good yields (70-97%)
- Boland, Gerard M.,Donnelly, Dervilla M. X.,Finet, Jean-Pierre,Rea, Martin D.
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p. 2591 - 2597
(2007/10/03)
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- 4-Stannylcoumarins as useful reagents in a new approach to neoflavonoids
-
4-Trimethylstannylcoumarins 2, conveniently obtained from the corresponding 4-triflyloxycoumarins 1, undergo Pd(0)/CuI-cocatalyzed cross-coupling reactions with a variety of aryl iodides to afford 4-arylcoumarins 4 in moderate to good yields. Aryl triflat
- Ciattini,Morera,Ortar
-
p. 2883 - 2894
(2007/10/02)
-