1124-65-8Relevant articles and documents
A fast and convenient heck reaction in water under microwave irradiation
Zhu, Min,Song, Yunlong,Cao, Yan
, p. 853 - 856 (2007)
A fast and convenient base-free Heck reaction of acrylic acid and allyl alcohol with hypervalent iodonium salts was achieved under microwave irradiation in water, providing a simple method for synthesis of trans-cinnamic acids and trans-cinnamyl alcohols in good yields in short time. Georg Thieme Verlag Stuttgart.
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Singh,Arthur
, p. 353,360 (1971)
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A PdCl2-ionic liquid brush assembly: An efficient and reusable catalyst for Mizoroki-Heck reaction in neat water
Shi, Xianying,Han, Xiaoyan,Ma, Wenjuan,Fan, Juan,Wei, Junfa
, p. 16 - 20 (2012)
An efficient and reusable heterogeneous catalytic assembly of PdCl 2 held in ionic liquid brushes has been synthesized and an environmentally-friendly procedure was developed for coupling aryl iodides with acrylic acid. These reactions were conducted in water under aerobic conditions with water-insoluble or even solid aryl iodides and they proceeded smoothly and cleanly without any organic co-solvent or other additives. A 0.5 mol% (based on Pd atom) dose of the catalyst was found to be sufficient for Mizoroki-Heck reaction. The catalyst is easily recovered post reaction, via simple filtration, and reused at least eight times without a noticeable loss of activity. The protocol has the advantages of excellent yield, environmental friendliness, and catalyst recyclability. Copyright
Heck reaction in water with amphiphilic resin-supported palladium-phosphine complexes
Uozumi, Yasuhiro,Kimura, Tsutomu
, p. 2045 - 2048 (2002)
The Heck reaction of various aryl halides and alkenes took place in water in the presence of an amphiphilic polystyrene-poly(ethylene glycol) resin-supported palladium-phosphine complex to give the corresponding styrene derivatives in quantitative yields.
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Block et al.
, (1967)
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Synthesis of heteroleptic pentavalent antimonials bearing heterocyclic cinnamate moieties and their biological studies
Sarwar, Sidra,Iftikhar, Tuba,Rauf, Muhammad Khawar,Badshah, Amin,Waseem, Durdana,Tahir, Muhammad Nawaz,Khan, Khalid Mohammed,Khan, Gul Majid
, p. 12 - 19 (2018)
In the search of new drugs with high therapeutic efficacy, antimony (V) dicarboxylates bearing cinnamate moieties with general formula [SbR3(O2CR′)2] have been synthesized and characterized by spectroscopic techniques like FTIR, multinuclear (1H and 13C) NMR and single crystal X-ray diffraction. The organic moieties (R) in the complexes are phenyl and p-tolyl while the carboxylates are heterocyclic acrylates. In the crystal structure of [Sb(phenyl)3(O2CC2H2C4H3O)2] (1), [Sb(phenyl)3(O2CC2H2C4H3S)2] (3), [Sb(p-tolyl)3(O2CC2H2C4H3S)2] (5) and [Sb(p-tolyl)3(O2CC2H2C4H2O(CH3))2] (6), antimony was found to adopt a distorted trigonal bipyramidal geometry and was monomeric with phenyl or p-tolyl groups at equatorial and carboxylate ligands at axial positions. Furthermore, biological activities of carboxylates and their corresponding complexes were conducted including antileishmanial activity (against Leishmania tropica KWH23 parasite), anticancer (against HepG2 cell line), antibacterial (against Staphylococcus aureus, E. coli, P. aeruginosa and K. pneumoniae) and α-amylase inhibition potentials. Results show that compounds (4), (5) and (6) are significantly cytotoxic against cancer cells (median inhibitory concentration (IC50): 7.44, 4.61, 5.0 μg/mL respectively) and leishmania parasite (IC50: 1.75, 0.03 and 0.02 μg/mL respectively). Results of biological activities suggest these complexes as attractive therapeutic agents for further in vivo studies except α-amylase inhibition.
Microwave-Assisted Solvent-Free Synthesis of trans-Cinnamic Acids Using Lithium Chloride as Catalyst
Mogilaiah,Reddy, G. Randheer
, p. 205 - 210 (2004)
A simple and efficient procedure has been developed for the synthesis of trans-cinnamic acids 3 by the condensation of aromatic aldehydes 1 with malonic acid 2 using LiCl as catalyst under solvent-free conditions using microwave irradiation. The products are obtained in excellent yields and in a state of high purity.
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Barger,Easson
, p. 2100,2103 (1938)
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Enantioselective Rauhut–Currier Reaction with β-Substituted Acrylamides Catalyzed by N-Heterocyclic Carbenes
Pitchumani, Venkatachalam,Breugst, Martin,Lupton, David W.
supporting information, p. 9413 - 9418 (2021/12/09)
β-Substituted acrylamides have low electrophilicity and are yet to be exploited in the enantioselective Rauhut–Currier reaction. By exploiting electron-withdrawing protection of the amide and moderate nucleophilicity N-heterocyclic carbenes, such substrates have been converted to enantioenriched quinolones. The reaction proceeds with complete diastereoselectivity, good yield, and modest enantioselectivity. Derivatizations are reported, as are computational studies, supporting decreased amide bond character with electron-withdrawing protection of the nitrogen.
Dual Nickel/Ruthenium Strategy for Photoinduced Decarboxylative Cross-Coupling of α,β-Unsaturated Carboxylic Acids with Cycloketone Oxime Esters
Gao, Ang,Jiang, Run-Chuang,Liu, Chuang-Chuang,Liu, Qi-Le,Lu, Xiao-Yu,Xia, Ze-Jie
supporting information, p. 8829 - 8842 (2021/06/30)
Herein, a dual nickel/ruthenium strategy is developed for photoinduced decarboxylative cross-coupling between α,β-unsaturated carboxylic acids and cycloketone oxime esters. The reaction mechanism is distinct from previous photoinduced decarboxylation of α,β-unsaturated carboxylic acids. This reaction might proceed through a nickelacyclopropane intermediate. The C(sp2)-C(sp3) bond constructed by the aforementioned reaction provides an efficient approach to obtaining various cyanoalkyl alkenes, which are synthetically valuable organic skeletons in organic and medicinal chemistry, under mild reaction conditions. The protocol tolerates many critical functional groups and provides a route for the modification of complex organic molecules.
