- Asymmetric Hydroesterification of Diarylmethyl Carbinols
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An efficient asymmetric hydroesterfication of diarylmethyl carbinols is developed for the first time with a Pd-WingPhos catalyst, resulting in a series of chiral 4-aryl-3,4-dihydrocoumarins in excellent enantioselectivities and good yields. The method features mild reaction conditions, a broad substrate scope, use of easily accessible starting materials, and low palladium loadings. A plausible stereochemical model is also proposed with the Pd-WingPhos catalyst. This method has enabled a 4-step asymmetric synthesis of (R)-tolterodine from readily available starting materials.
- Tian, Duanshuai,Xu, Ronghua,Zhu, Jinbin,Huang, Jianxun,Dong, Wei,Claverie, Jerome,Tang, Wenjun
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supporting information
p. 6305 - 6309
(2021/02/09)
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- Photocatalyzed Intramolecular [2+2] Cycloaddition of N-Alkyl-N-(2-(1-arylvinyl)aryl)cinnamamides
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N-Alkyl-N-(2-(1-arylvinyl)aryl)cinnamamides are converted into natural product inspired scaffolds via iridium photocatalyzed intramolecular [2+2] photocycloaddition. The protocol has a broad substrate scope, whilst operating under mild reaction conditions. Tethering four components forming a trisubstituted cyclobutane core builds rapidly high molecular complexity. Our approach allows the design and synthesis of a variety of tetrahydrocyclobuta[c]quinolin-3(1H)-ones, in yields ranging between 20–99 %, and with excellent regio- and diastereoselectivity. Moreover, it was demonstrated that the intramolecular [2+2]-cycloaddition of 1,7-enynes—after fragmentation of the cyclobutane ring—leads to enyne-metathesis-like products.
- de Souza, Wanderson C.,Matsuo, Bianca T.,Matos, Priscilla M.,Correia, José Tiago M.,Santos, Marilia S.,K?nig, Burkhard,Paix?o, Marcio W.
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supporting information
p. 3722 - 3728
(2021/02/03)
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- B(C6F5)3-Catalyzed Hydroarylation of Terminal Alkynes with Phenols
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We developed a B(C6F5)3 catalyzed hydroarylation of terminal alkynes with various phenols at room temperature without adding any additives, leading to the synthesis of 2-gem-vinylphenols with good regio-selectivity. Those transformations featured a broad substrate scope with moderate yields. Mechanism studies indicated that those transformations proceeded through the activation of phenol by B(C6F5)3 with subsequent protonation of alkyne/Friedel-Crafts-type reaction. (Figure presented.).
- Huang, Jin,Huang, Liangbin,Jiang, Huanfeng,Lu, Changhui,Zhou, Jiaming
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supporting information
p. 3962 - 3967
(2021/07/26)
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- Sequential One-Pot Synthesis of 3-Arylbenzofurans from N-Tosylhydrazones and Bromophenol Derivatives
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A divergent and efficient one-pot sequence allowing direct access to 3-arylbenzofuran derivatives has been developed. The process, involving N-tosylhydrazones and bromophenols, proceeds via a palladium-catalyzed Barluenga-Valdés cross-coupling, followed by an aerobic, copper-catalyzed, radical cyclization to form Csp2-Csp2 and O-Csp2 bonds. 3-Arylated benzofurans bearing various substituents were obtained with good to excellent yields (up to 90%). Mechanistic investigation strongly supports a radical process for the cyclization step.
- Lamaa, Diana,Hauguel, Camille,Lin, Hsin-Ping,Messe, Estelle,Gandon, Vincent,Alami, Mouad,Hamze, Abdallah
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p. 13664 - 13673
(2020/11/13)
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- Hydroarylation of alkynes and alkenes through alumina-sulfuric acid catalyzed regioselective C–C bond formation
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A highly atom-efficient synthetic protocol for hydroarylation of terminal-aryl alkynes and styrene through the regioselective C–C bond formation via the electrophilic addition of naphthols and substituted phenols has been developed using alumina-sulfuric acid as a heterogeneous supported solid acid catalyst. This methodology shows excellent regioselectivity and affords the desired product in good to excellent yield. The heterogeneous catalyst can also be recycled efficiently without much loss of activity.
- Pramanik, Amit,Ghatak, Avishek,Khan, Sagar,Bhar, Sanjay
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supporting information
p. 1091 - 1095
(2019/03/26)
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- Spherical hollow mesoporous silica supported phosphotungstic acid as a promising catalyst for α-arylstyrenes synthesis via Friedel-Crafts alkenylation
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In this work, a spherical hollow mesoporous silica (SHMS) with high surface area (902 m2/g) and large mesopore volume (1.31 cm3/g) was prepared via a facile and scalable two-step soft-hard dual template-assisted sol-gel approach (OSD
- Wang, Xianhui,Zhao, Zhongkui
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p. 729 - 734
(2018/09/21)
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- Practical, Large-Scale Preparation of Benzoxepines and Coumarins through Rhodium(III)-Catalyzed C-H Activation/Annulation Reactions
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Herein we disclose the assembly of benzoxepines and coumarins from 2-alkenylphenol precursors using [Cp*RhCl2]2 as the precatalyst and alkynes or carbon monoxide as reacting partners. The preparation of benzoxepines and coumarins can be scaled up to 33 mmol using low catalyst loadings.
- Gulías, Moisés,Marcos-Atanes, Daniel,Mascare?as, José L.,Font, Marc
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supporting information
p. 1669 - 1673
(2019/09/04)
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- A chiral phosphorus alkene ligand, synthetic method and the application of the asymmetric reaction in (by machine translation)
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The invention relates to a chiral phosphorus alkene ligand, a synthesis method and application thereof in asymmetric reaction. Specifically, the invention discloses a chiral phosphorus alkene compound, which has a structural formula shown as formula I or formula II in the specification, wherein R, R, R, R, R, R, R, R and R are defined in the specification. The chiral phosphorus alkene compound can be prepared from chiral 2, 2'-binaphthol or its derivative as the starting material through two to four steps of reaction by means of four methods. The chiral phosphorus alkene compound can be used as a chiral ligand in asymmetric addition reaction of rhodium catalyzed boric acid and prochiral C=X (X=C, O, N) double bond, and can achieve good yield and enantioselectivity.
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Paragraph 0201; 0204-0205
(2018/05/24)
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- One-Step Synthesis of Substituted Benzofurans from ortho- Alkenylphenols via Palladium-Catalyzed C=H Functionalization
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A dehydrogenative oxygenation of C(sp2)=H bonds with intramolecular phenolic hydroxy groups has been developed, which provides a straightforward and concise access to structurally diversely benzofurans from ortho-alkenylphenols. The reaction is catalyzed by palladium on carbon (Pd/C) without any oxidants and sacrificing hydrogen acceptors.
- Yang, Dejun,Zhu, Yifei,Yang, Na,Jiang, Qiangqiang,Liu, Renhua
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supporting information
p. 1731 - 1735
(2016/06/09)
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- The Barbier-Grignard-Type Arylation of Ketones and Unexpected Cross-Coupling of Phenolic Ketones using Unactivated Aryl Bromides
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A novel, highly versatile and efficient method has been developed for the Barbier-Grignard-type arylation of ketones and an unexpected cross-coupling of phenolic ketones was observed using unactivated bromides and magnesium in tetrahydrofuran/toluene at 96°C promoted by multicatalysts of cupric bromide (15 mol%), bismuth chloride (5 mol%) and silver bromide (10 mol%). The substituent and electronic effects on the reaction have been discussed. High yields of arylation and cross-coupling have been attained under mild conditions. A novel reasonable mechanism involving a quinone intermediate is proposed. The high chemical selectivity in the cross-coupling to the hydroxy group of phenolic ketones should help ketones find new applications.
- Wen, Yunming,Chen, Guifang,Huang, Shiqiang,Tang, Yu,Yang, Jun,Zhang, Yuanming
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p. 947 - 957
(2016/04/05)
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- Tuning of the textural features and acidic properties of sulfated mesoporous lanthana-zirconia solid acid catalysts for alkenylation of diverse aromatics to their corresponding α-arylstyrenes
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The textural features and acidic properties of sulfated mesoporous lanthana-zirconia solid acids (SO42?/meso-La0.1Zr0.9Oδ) were efficiently tuned by modifying the conditions used to prepare the meso-La0.1Zr0.9Oδ composites, such as the molar ratio of the template to La and Zr metal ions (Nt/m), molar ratio of ammonia to La and Zr metal ions (Na/m), hydrothermal temperature (Thydro), and hydrothermal time (thydro). The effect of the textural features and acidic properties on the catalytic performance of solid acid catalysts for alkenylation of p-xylene with phenylacetylene was investigated. Various characterization techniques such as N2 physisorption, X-ray diffraction, NH3 temperature-programmed desorption, and thermogravimetric analysis were employed to reveal the relationship between the nature of catalyst and its catalytic performance. It was found that the catalytic performance significantly depended on the textural features and acidic properties, which were strongly affected by preparation conditions of the meso-La0.1Zr0.9Oδ composite. Appropriate acidic sites and high accessibility were required to obtain satisfactory catalytic reactions for this reaction. It was also found that the average crystallite size of t-ZrO2 affected by the preparation conditions had significant influence on the ultrastrong acidic sites of the catalysts. The optimized SO42?/meso-La0.1Zr0.9Oδ catalyst exhibited much superior catalytic activity and coke-resistant stability. Moreover, the developed SO42?/meso-La0.1Zr0.9Oδ catalyst demonstrated excellent catalytic performance for alkenylation of diverse aromatics with phenylacetylene to their corresponding α-arylstyrenes. Combining the previously established complete regeneration of used catalysts by a facile calcination process with the improved catalytic properties, the developed SO42?/meso-La0.1Zr0.9Oδ solid acid could be a potential catalyst for industrial production of α-arylstyrenes through clean and atom efficient solid-acid-mediated Friedel-Crafts alkenylation of diverse aromatics with phenylacetylene.
- Zhao, Zhongkui,Ran, Jinfeng,Guo, Yongle,Miao, Boyuan,Wang, Guiru
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p. 1303 - 1313
(2016/09/07)
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- Supported phosphotungstic acid catalyst on mesoporous carbon with bimodal pores: A superior catalyst for Friedel-Crafts alkenylation of aromatics with phenylacetylene
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Supported phosphotungstic acid (PTA) catalysts on diverse carriers containing the modified commercially available activated carbon (AC), classical mesoporous carbon via SBA-15 hard template method (CMK-3), and the mesoporous carbon with high surface area and bimodal pores through evaporation-induced tri-constituent co-assembly approach (MC) by using a facile wet impregnation method were employed as solid acid catalysts for Friedel-Crafts alkenylation of p-xylene with phenylacetylene. N2 adsorption–desorption, X-ray diffraction (XRD), and NH3 temperature-programmed desorption (NH3-TPD) characterization techniques were employed to reveal the structure-performance relationship. PTA/MC exhibits much superior catalytic performance to the previously reported PTA/AC, and even to PTA/CMK-3. The PTA/MC catalysts were optimized by varying the PTA loading, and the optimum PTA loading is 35%. The close to 100% of conversion towards phenylacetylene can be achieved in the presence of 2.67% of the 35% PTA/MC solid acid catalyst. It is also found that catalytic properties of the solid acids are strongly depended on acidic properties that affected by the textural properties of supports and PTA loading, as well as the accessibility of active sites affected by specific surface area and pore structure of catalyst. Moreover, the 35?wt.% PTA/MC catalyst has demonstrated outstanding catalytic performance for the Friedel-Crafts alkenylation of diverse aromatics to their corresponding α-arylstyrenes.
- Zhao, Zhongkui,Wang, Xianhui
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p. 139 - 146
(2016/09/02)
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- Lewis Acid Catalyzed Cyclization of Propargylic Alcohols with 2-Vinylphenol
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An unprecedented Lewis acid catalyzed, protection-free, and high-efficiency synthesis of valuable 3,4-dihydro-2H-2,4-methanochromans via cycloaddition of propargylic alkynols with 2-vinylphenol is described. This cycloaddition protocol, which tolerates a
- Han, Ya-Ping,Song, Xian-Rong,Qiu, Yi-Feng,Li, Xue-Song,Zhang, Heng-Rui,Zhu, Xin-Yu,Liu, Xue-Yuan,Liang, Yong-Min
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supporting information
p. 3866 - 3869
(2016/08/16)
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- Supported phosphotungstic acid catalyst on modified activated carbon for Friedel-Crafts alkenylation of diverse aromatics to their corresponding α-arylstyrenes
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Abstract The supported phosphotungstic acid catalysts on modified activated carbon (PTA/AC) prepared by a facile wet impregnation method were employed for Friedel-Crafts alkenylation of diverse aromatics with phenylacetylene to synthesize their corresponding α-arylstyrenes. Reaction results demonstrate that the fabricated PTA/AC catalyst with 30 wt.% PTA loading exhibits outstanding catalytic performance. The 100% conversion of phenylacetylene with 95.7% selectivity towards α-(2,5-dimethylphenyl) styrene can be achieved over the developed 30 wt.% PTA/AC catalyst under optimized reaction conditions, and no visible loss in catalytic performance can be observed after it suffers from several times recycling. The various characterization techniques including X-ray diffraction, N2 adsorption-desorption, Fourier transform infrared spectroscopy, and NH3 temperature-programmed desorption were employed to reveal the relationship between the catalysts nature and catalytic properties. Moreover, the results on the scope of aromatics for the Friedel-Crafts alkenylation illustrate that the developed PTA/AC alkenylation catalyst can be efficiently catalyze the diverse aromatics and even for the electron deficient chlorobenzene. The developed PTA/AC catalyst, using the modified low-cost and sustainable AC as support, may be a robust and promising candidate for highly-efficient and clean α-arylstyrenes production through Friedel-Crafts alkenylation of diverse aromatics including electron-donating and electron-withdrawing groups substituted benzene derivatives as well as heterocyclic and polypolycyclic arenes with phenylacetylene.
- Zhao, Zhongkui,Wang, Xianhui
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p. 103 - 110
(2015/08/06)
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- Orthogonal selectivity with cinnamic acids in 3-substituted benzofuran synthesis through C-H olefination of phenols
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A palladium catalyzed intermolecular annulation of cinnamic acids and phenols has been achieved for the selective synthesis of 3-substituted benzofurans. Isotope labeling, competition experiments, kinetic studies, and intermediate trapping have supported a sequence of C-C bond formation and decarboxylation followed by the C-O cyclization pathway. This journal is
- Agasti, Soumitra,Sharma, Upendra,Naveen, Togati,Maiti, Debabrata
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supporting information
p. 5375 - 5378
(2015/03/30)
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- OH-directed alkynylation of 2-vinylphenols with ethynyl benziodoxolones: A fast access to terminal 1,3-enynes
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The first direct alkynylation of 2-vinylphenols was developed. The rationally optimized hypervalent iodine reagent TIPS-EBX in combination with [(CpRhCl2)2] as a C-H-activating transition metal catalyst enables the construction of a variety of highly substituted 1,3-enynes in high yields of up to 98 %. This novel C-H activation method shows excellent chemoselectivity and exclusive (Z)-stereoselectivity, and it is also remarkably mild and tolerates a variety of functional groups. Furthermore, synthetic modifications of the resulting 1,3-enynes were demonstrated. To our knowledge, this is the first example for an OH-directed C-H alkynylation with hypervalent iodine reagents.
- Finkbeiner, Peter,Kloeckner, Ulrich,Nachtsheim, Boris J.
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supporting information
p. 4949 - 4952
(2015/04/14)
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- Synthesis of spirocyclic enones by rhodium-catalyzed dearomatizing oxidative annulation of 2-alkenylphenols with alkynes and enynes
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The dearomatizing oxidative annulation of 2-alkenylphenols with alkynes and enynes proceeds with high yields and regioselectivities under RhIII catalysis. These reactions are successful using Cu(OAc)2 or air as the stoichiometric oxi
- Kujawa, Szymon,Best, Daniel,Burns, David J.,Lam, Hon Wai
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supporting information
p. 8599 - 8602
(2014/07/21)
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- One-pot synthesis of 4 h -chromenes by tandem benzylation and cyclization in the presence of sodium bisulfate on silica gel
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A simple and efficient method has been developed for the synthesis of 4H-chromenes from o-hydroxybenzylic alcohols and dicarbonyl compounds containing active methylene groups by using silica gel supported sodium bisulfate. Various dicarbonyl compounds suc
- Aoyama, Tadashi,Yamamoto, Takumi,Miyota, Saki,Hayakawa, Mamiko,Takido, Toshio,Kodomari, Mitsuo
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supporting information
p. 1571 - 1576
(2014/07/08)
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- Rhodium(III)-catalyzed dearomatizing (3 + 2) annulation of 2-alkenylphenols and alkynes
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Appropriately substituted 2-alkenylphenols undergo a mild formal [3C+2C] cycloaddition with alkynes when treated with a Rh(III) catalyst and an oxidant. The reaction, which involves the cleavage of the terminal C-H bond of the alkenyl moiety and the dearomatization of the phenol ring, provides a versatile and efficient approach to highly appealing spirocyclic skeletons and occurs with high selectivity.
- Seoane, Andrés,Casanova, Noelia,Qui?ones, Noelia,Mascare?as, José L.,Gulías, Moisés
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supporting information
p. 7607 - 7610
(2014/06/10)
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- Endo-selective pd-catalyzed silyl methyl heck reaction
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A palladium (Pd)-catalyzed endo-selective Heck reaction of iodomethylsilyl ethers of phenols and aliphatic alkenols has been developed. Mechanistic studies reveal that this silyl methyl Heck reaction operates via a hybrid Pd-radical process and that the silicon atom is crucial for the observed endo selectivity. The obtained allylic silyloxycycles were further oxidized into (Z)-alkenyldiols.
- Parasram, Marvin,Iaroshenko, Viktor O.,Gevorgyan, Vladimir
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supporting information
p. 17926 - 17929
(2015/03/04)
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- Palladium-catalyzed synthesis of benzofurans via C-H activation/oxidation tandem reaction and its application to the synthesis of decursivine and serotobenine
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A new palladium-catalyzed method for the synthesis of benzofurans by reaction of 2-hydroxystyrenes and iodobenzenes via a C-H activation/oxidation tandem reaction has been unprecedentedly discovered. By using this strategy, the overall synthetic efficienc
- Guo, Lei,Zhang, Fengying,Hu, Weimin,Li, Lei,Jia, Yanxing
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supporting information
p. 3299 - 3302
(2014/03/21)
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- Efficient aromatic C-H bond activation using aluminosilicate-supported metal nanoparticles
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Novel nanomaterials based on mesoporous aluminosilicate-supported nanoparticles with high surface areas have been synthesized using a mechanochemical protocol and utilized in the hydroarylation of phenylacetylene to 1,1-diarylalkenes under microwave irradiation. Fe/Al-SBA-15 exhibited a higher activity and afforded high yields of substituted alkenes in short times of reaction.
- Hosseinpour, Reza,Pineda, Antonio,Garcia, Angel,Romero, Antonio A.,Luque, Rafael
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- Rhodium(III)-catalyzed ortho alkenylation of n-phenoxyacetamides with n-tosylhydrazones or diazoesters through C-H activation
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A coupling reaction of N-phenoxyacetamides with N-tosylhydrazones or diazoesters through RhIII-catalyzed C-H activation is reported. In this reaction, ortho-alkenyl phenols were obtained in good yields and with excellent regio- and stereoselectivity. Rh-c
- Hu, Fangdong,Xia, Ying,Ye, Fei,Liu, Zhenxing,Ma, Chen,Zhang, Yan,Wang, Jianbo
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p. 1364 - 1367
(2014/03/21)
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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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supporting information
p. 10954 - 10957
(2013/08/23)
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- Iron-containing mesoporous aluminosilicate catalyzed direct alkenylation of phenols: Facile synthesis of 1,1-diarylalkenes
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The addition of phenols to aryl-substituted alkynes to form 1,1-diarylalkenes was carried out by using the Fe-Al-MCM-41 catalyst. The catalyst showed remarkable improvement in time and yield in comparison to other solid catalysts. The heterogeneous cataly
- Haldar, Satyajit,Koner, Subratanath
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supporting information
p. 49 - 55
(2013/03/28)
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- Remarkable improvement achieved by imidazole derivatives in ruthenium-catalyzed hydroesterification of alkenes using formates
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Imidazole derivatives are revealed to be effective ligands in the Ru-catalyzed hydroesterification of alkenes using formates, affording one-carbonelongated esters in high yields. Further, intramolecular hydroesterification was successfully performed to give lactones for the first time. Imidazole derivatives can contribute to promote the reaction as well as to suppress the undesired decarbonylation of formate. Toxic CO gas, a directing group, and large excess alkenes are not required.
- Konishi, Hideyuki,Muto, Takashi,Manabe, Kei,Ueda, Tsuyoshi
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supporting information
p. 4722 - 4725,4
(2012/12/12)
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- Benzofurans from benzophenones and dimethylacetamide: Copper-promoted cascade formation of furan O1-C2 and C2-C3 bonds under oxidative conditions
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DMA donates: Copper(II) acetate and 8-hydroxyquinoline promote the formation of a benzofuran core through a cascade of copper-catalyzed processes wherein the key carbon atom comes from the dimethylacetamide (DMA) solvent. Strong evidence for the participation of a Wacker cyclization catalyzed solely by copper is provided, not only in the title reaction from benzophenones but also from 2-hydroxy-α-arylstyrene derivatives. Copyright
- Moure, Maria J.,Sanmartin, Raul,Dominguez, Esther
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supporting information; experimental part
p. 3220 - 3224
(2012/05/05)
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- Gas-phase ion-molecule reaction of alpha-phenylvinyl cation towards substituted benzenes in the environment of an ITMS
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Ion-molecule reactions between the α-phenylvinyl cation (α-PVC) and mono-substituted benzenes have been investigated using a quadrople ion-trap mass spectrometer. The α-PVC, generated by chemical ionization from phenylacetilene, was found to react selectively with mono-substituted benzenes bearing electron withdrawing groups to give the product ions [M + 103] + and the trans-vinylating product ions [M + 25]+. To characterize the reaction products, a combination of collision-induced dissociation, isotope-labeling experiments and model compounds were used. The results indicate, in addition to direct heteroatom alkylation, high extent of ortho attack. We attributed the positional selectivity of the α-PVC to the nature of the substituent on the neutral molecule. In particular, hydroxy and amino groups promoted the alkenylation at ortho position. Copyright
- Begala, Michela,Tocco, Graziella
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experimental part
p. 1115 - 1124
(2012/02/03)
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- Highly enantioselective hydrogenation of styrenes directed by 2′-hydroxyl groups
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A new synthetic strategy that turns styrene-type olefins into excellent substrates for Rh-catalyzed asymmetric hydrogenation by installing a 2′-hydroxyl substituent is described. This methodology accommodates trisubstituted olefinic substrates in various E/Z mixtures, leading to valuable benzylic chiral compounds including (R)-tolterodine. It is also demonstrated that the 2′-hydroxyl groups could be readily removed in high yield without loss of ee from the products. Thus, this technology represents an attractive alternative to the Ir(P-N) catalyst system for the asymmetric hydrogenation of unfunctionalized olefins.
- Wang, Xiang,Guram, Anil,Caille, Seb,Hu, Jack,Preston,Ronk, Michael,Walker, Shawn
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supporting information; experimental part
p. 1881 - 1883
(2011/05/15)
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- Gallium(III) chloride catalyzed hydroarylation of arylacetylenes with naphthols and phenols: A facile synthesis of vinylarenes
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Arylacetylenes undergo smooth hydroarylation with naphthols and phenols in the presence of 10 mol% of gallium(III) chloride in refluxing toluene to afford the corresponding 2-vinylnaphthols and -phenols in good yields with high regioselectivity. Similarly, styrenes undergo hydroarylation with naphthols and phenols to provide substituted naphthols and phenols. Georg Thieme Verlag Stuttgart.
- Yadav, Jhillu S.,Subba Reddy, Basi V.,Sengupta, Sandip,Biswas, Swapan Kumar
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experimental part
p. 1301 - 1304
(2009/12/07)
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- Facile construction of functionalized 4H-chromene via tandem benzylation and cyclization
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A series of functionalized 4H-chromenes have been constructed by using a novel FeCl3-catalyzed benzylation-cyclization tandem reaction. The Royal Society of Chemistry.
- Fan, Jinmin,Wang, Zhiyong
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body text
p. 5381 - 5383
(2009/03/11)
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- Design, synthesis, and evaluation of potential inhibitors of brassinin glucosyltransferase, a phytoalexin detoxifying enzyme from Sclerotinia sclerotiorum
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Sclerotinia sclerotiorum is a fungal pathogen, which causes stem rot in crucifer crops and in several other plant families resulting in enormous yield losses all over the world. Brassinin is a phytoalexin produced by crucifer plants as part of a general d
- Pedras, M. Soledade C.,Hossain, Mohammad
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p. 5981 - 5996
(2008/03/27)
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- Electrophilic Alkenylation of Arometics with Phenylacetylene over Zeolite HSZ-360
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Aromatic compounds react with phenylacetylene in the presence of zeolite HSZ-360 affording 1,1-diarylethylenes 3 in good to excellent yields and selectivities.
- Sartori, Giovanni,Bigi, Franca,Pastorio, Andrea,Porta, Cecilia,Arienti, Attilio,et al.
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p. 9177 - 9180
(2007/10/02)
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- REACTION OF PHENOL WITH ACETOPHENONE IN THE PRESENCE OF ALUMINUM PHENOLATE
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The reaction of phenol with acetophenone in the presence of aluminum phenolate leads to a mixture of the respective 1,1-diarylethene, 1,1,1-triarylethanes, substituted chromenes and chromanes, and the dimer and trimer of the initial ketone.
- Kozlikovskii, Ya. B.,Chernyaev, B. V.,Litvin, A. L.
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p. 2146 - 2149
(2007/10/02)
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- Intramolecular (2 + 2) Cycloadditions of Phenoxyketenes
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The intramolecular (2 + 2) cycloaddition of phenoxyketenes to alkenyl groups provides an efficient route to polycyclic cyclobutanones. (o-Vinylphenoxy)- and (o-allylphenoxy)ketenes were prepared from the corresponding acid chlorides by treatment with trie
- Brady, William T.,Giang, Y. Frank
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p. 5177 - 5179
(2007/10/02)
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