- Synthesis, characterization, antioxidant evaluation, molecular docking and density functional theory studies of phenyl and naphthyl based esters
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Two phenol based esters phenyl benzoate (OE1) and 1-naphthyl benzoate (OE2) were synthesized from phenol/1-naphthol and benzoyl chloride respectively. The structural elucidation of the synthesized compounds was accomplished by spectroscopic studies (FTIR, 1H NMR & GC-MS) and single crystal X-ray diffraction analysis. DPPH (2, 2-diphenyl-1-picryl-hydrazyl-hydrate) free radical and hydrogen peroxide activities were performed to evaluate the antioxidant capabilities of the synthesized esters. The compounds (OE1 & OE2) showed DPPH scavenging activity in concentration dependent manner with IC50 values 605.6 μM and 1138.7 μM correspondingly. Similarly, in hydrogen peroxide assay, OE1 and OE2 exhibited moderate activity with IC50 values 1510.2 μM and 1069.4 μM respectively. Molecular docking of the compounds was carried out to predict their antioxidant binding mechanism against target protein using the MOE suite. The structure?activity relationship analysis showed that replacing the phenyl ring by naphthyl significantly influences their activity. Geometrical studies of the compounds have been performed by both semi-empirical and DFT methods; results reveal an excellent convergence of experimental and theoretical structural parameters. A detailed bonding investigation of each compound has been performed by NBO and Bader's AIM analysis to obtain inter and intramolecular interactions.
- Akhter, Zareen,Asghar, Muhammad Adeel,Ismail, Hammad,Kalsoom, Saima,Liaqat, Faroha,Mckee, Vickie,Sabir, Shaista,Sani, Asma,Shabbir, Muhammad,Zaib-un-Nisa
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- Metal-Free Selective Modification of Secondary Amides: Application in Late-Stage Diversification of Peptides
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Here we solve a long-standing challenge of the site-selective modification of secondary amides and present a simple two-step, metal-free approach to selectively modify a particular secondary amide in molecules containing multiple primary and secondary amides. Density functional theory (DFT) provides insight into the activation of C-N bonds. This study encompasses distinct chemical advances for late-stage modification of peptides thus harnessing the amides for the incorporation of various functional groups into natural and synthetic molecules.
- Adebomi, Victor,Sriram, Mahesh,Streety, Xavier,Raj, Monika
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supporting information
p. 6189 - 6193
(2021/08/01)
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- Hydrogen-bond-assisted transition-metal-free catalytic transformation of amides to esters
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The amide C-N cleavage has drawn a broad interest in synthetic chemistry, biological process and pharmaceutical industry. Transition-metal, luxury ligand or excess base were always vital to the transformation. Here, we developed a transition-metal-free hydrogen-bond-assisted esterification of amides with only catalytic amount of base. The proposed crucial role of hydrogen bonding for assisting esterification was supported by control experiments, density functional theory (DFT) calculations and kinetic studies. Besides broad substrate scopes and excellent functional groups tolerance, this base-catalyzed protocol complements the conventional transition-metal-catalyzed esterification of amides and provides a new pathway to catalytic cleavage of amide C-N bonds for organic synthesis and pharmaceutical industry. [Figure not available: see fulltext.]
- Huang, Changyu,Li, Jinpeng,Wang, Jiaquan,Zheng, Qingshu,Li, Zhenhua,Tu, Tao
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- Nucleophilic aromatic substitution of unactivated fluoroarenes enabled by organic photoredox catalysis
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Nucleophilic aromatic substitution (SNAr) is a classical reaction with well-known reactivity toward electron-poor fluoroarenes. However, electron-neutral and electron-rich fluoro(hetero)arenes are considerably underrepresented. Herein, we present a method for the nucleophilic defluorination of unactivated fluoroarenes enabled by cation radical-accelerated nucleophilic aromatic substitution. The use of organic photoredox catalysis renders this method operationally simple under mild conditions and is amenable to various nucleophile classes, including azoles, amines, and carboxylic acids. Select fluorinated heterocycles can be functionalized using this method. In addition, the late-stage functionalization of pharmaceuticals is also presented. Computational studies demonstrate that the site selectivity of the reaction is dictated by arene electronics.
- Nicewicz, David A.,Pistritto, Vincent A.,Schutzbach-Horton, Megan E.
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supporting information
p. 17187 - 17194
(2020/11/02)
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- Nickel-Catalyzed Cross-Coupling of Aryl Redoxactive Esters with Aryl Zinc Reagents
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A nickel-catalyzed aryl-aroyloxyl C(sp2)-O radical cross-coupling reaction conducted using a redox active ester with aryl zinc reagent was developed. This method demonstrates a new disconnection approach for formation of aryl aryl esters. In the one-pot sequential process, the readily available aryl carboxylic acids can be converted into functionalized aryl aryl esters and heteroaryl esters. This protocol is amenable to the gram-scale synthesis. The present method has a wide substrate scope and high functional group tolerance.
- Shih, Bo-Hao,Basha, R. Sidick,Lee, Chin Fa
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p. 8862 - 8866
(2019/09/30)
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- Preparation method for synthesis of phenolic ester through thiocarboxylic acid mediated visible light catalyzed phenol acylation reaction
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The invention discloses a preparation method for synthesis of phenolic ester through a thiocarboxylic acid mediated visible light catalyzed phenol acylation reaction. Thiocarboxylic acid compounds andphenol compounds are subjected to a site specific reaction under certain conditions to produce phenolic ester compounds, wherein the certain conditions are as follows: under the conditions of normaltemperature, normal pressure and visible light, K2CO3 is used as an alkaline catalyst, terpyridyl ruthenium dichloride hexahydrate is used as a photosensitizer and acetonitrile is used as a reaction solvent. Synthesis of phenolic ester under catalysis of visible light is realized, thiocarboxylic acid is used as an acylation reagent, and the site specific phenol esterification reaction is realizedefficiently under mild conditions of normal temperature, normal pressure and visible light. The method has mild reaction conditions, large substrate functional group tolerance, high applicability andhigh yield, and an efficient, reliable and economical preparation method is provided for synthesis of phenolic ester.
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Paragraph 0017; 0018; 0056; 0057; 0058
(2018/07/30)
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- Acceptorless Dehydrogenation of Hydrocarbons by Noble-Metal-Free Hybrid Catalyst System
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A hybrid catalysis that comprises an acridinium photoredox catalyst, a thiophosphate organocatalyst, and a nickel catalyst-enabled acceptorless dehydrogenation of hydrocarbons is reported. The cationic nickel complex played a critical role in the reactivity. This is the first example of acceptorless dehydrogenation of hydrocarbons by base metal catalysis under mild reaction conditions of visible light irradiation at room temperature.
- Fuse, Hiromu,Kojima, Masahiro,Mitsunuma, Harunobu,Kanai, Motomu
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supporting information
p. 2042 - 2045
(2018/04/16)
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- Sodium cyanide-promoted copper-catalysed aerobic oxidative synthesis of esters from aldehydes
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A simple and efficient copper-catalysed procedure for oxidative esterification of aldehydes with alcohols and phenols mediated by sodium cyanide, using air as a clean oxidant, is described. A variety of aromatic aldehydes and structurally different alcohols and phenols reacted efficiently, and the product esters were obtained in good to excellent yields under normal atmospheric and solvent-free conditions.
- Nowrouzi, Najmeh,Abbasi, Mohammad,Bagheri, Maryam
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- Palladium-Catalyzed Oxidative Carbonylation of Aryl Hydrazines with CO and O2 at Atmospheric Pressure
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Palladium-catalyzed aerobic oxidative aminocarbonylation and alkoxycarbonylation reactions with aryl hydrazines as coupling partners have been developed. The oxidative carbonylation of aryl hydrazines proceeded smoothly at atmospheric pressure CO, employi
- Tu, Yongliang,Yuan, Lin,Wang, Tao,Wang, Changliu,Ke, Jiamei,Zhao, Junfeng
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p. 4970 - 4976
(2017/05/12)
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- Asymmetric Oxidative Cycloetherification of Naphtholic Alcohols
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The catalytic, enantioselective oxidative cyclization of naphthol-derived carboxylic acids mediated by chiral hypervalent iodine reagents has been studied extensively in the recent past, but analogous reactions of non-carboxylic substrates are yet unknown. This paper describes a catalytic, enantioselective, hypervalent iodine-promoted oxidative cycloetherification reaction of naphtholic alcohols. The new process relies on a variant of the Uyanik–Ishihara catalyst, in which the stereogenic centers have been relocated closer to the iodine atom. The new catalyst design affords optical yields comparable to those available with Uyanik–Ishihara iodides, but chemical yields are sensibly higher, at least with the tests substrates. An even more problematic reaction is the catalytic, enantioselective oxidative cyclization of naphtholic sulfonamides. In this case, the new catalyst affords significantly higher optical inductions than Uyanik–Ishihara iodides. The kinetic resolution of particular naphtholic alcohols is demonstrated. The absolute configuration of a numver of enantioenriched compounds obtained in this study was ascertained by X-ray diffractometry.
- Jain, Nikita,Xu, Sanjia,Ciufolini, Marco A.
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supporting information
p. 4542 - 4546
(2017/04/13)
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- A novel nickel-catalyzed synthesis of thioesters, esters and amides from aryl iodides in the presence of chromium hexacarbonyl
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This study describes our findings on a novel and cheap NiCl2 catalytic system under ligand-free conditions for the efficient thiocarbonylation, alkoxycarbonylation and amidocarbonylation reactions of aryl iodides in the presence of Cr(CO)6 as the solid source of carbon monoxide under air. A variety of aryl iodides tolerated the reaction conditions and structurally different thiols, alcohols and amines were used efficiently. The corresponding thioesters, esters and amides were obtained in good to excellent yield at atmospheric pressure under mild reaction conditions.
- Iranpoor, Nasser,Firouzabadi, Habib,Etemadi-Davan, Elham,Nematollahi, Arash,Firouzi, Hamid Reza
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p. 6445 - 6452
(2015/08/11)
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- Solid-Phase Benzoylation of Phenols and Alcohols in Microwave Reactor: An Ecofriendly Protocol
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An efficient solid-phase benzoylation of phenols and alcohols was developed under microwave irradiation. A stoichiometric amount of benzoyl chloride was sufficient to carry out the reaction. This benzoylation features short reaction time, good yields, and easy workup procedures. Furthermore, the scope of the reaction was extended to prepare 3,5-dinitrobenzoyl derivatives of alcohols.
- Chakraborty, Suchandra,Saha, Ahana,Basu, Kaushik,Saha, Chandan
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supporting information
p. 2331 - 2343
(2015/10/12)
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- Ligand-free palladium-catalyzed aerobic oxidative coupling of carboxylic anhydrides with arylboronic acids
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We report a new, effective and environmentally friendly protocol for selective aerobic oxidative coupling of arylboronic acids with carboxylic anhydrides in the presence of ligand-free palladium catalyst. The aryl benzoates are obtained in good to excellent yields.
- Yin, Weiyan,He, Haifeng,Zhang, Yani,Long, Tong
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p. 2402 - 2406
(2014/10/15)
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- Polystyrene-supported GaCl3: A new, highly efficient and recyclable heterogeneous Lewis acid catalyst for acetylation and benzoylation of alcohols and phenols
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A new, simple and highly chemoselective method for both acetylation and benzoylation of alcohols and phenols with acetic anhydride in the presence of polystyrene-supported gallium trichloride (PS/GaCl3) as a highly active and reusable heterogeneous Lewis acid catalyst is presented. In this catalytic system, primary, secondary and tertiary alcohols as well as phenols were converted to the corresponding acetates and benzoates with high yields. The heterogenized catalyst is of high reusability and stability in the acetylation reactions and was recovered several times with negligible loss in its activity or a negligible catalyst leaching, and also there is no need for regeneration. Remarkably, a selective mono-acetylation of symmetrical diols can be achieved chemoselectively by employing the same catalyst.
- Rahmatpour, Ali
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p. 1048 - 1054
(2013/02/22)
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- Palladium-catalyzed aerobic oxidative coupling of acyl chlorides with arylboronic acids
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The first example of a palladium-catalyzed aerobic oxidative coupling of acyl chlorides with arylboronic acids has been developed, leading to a wide range of aryl benzoates in good to excellent yields. This catalytic system shows broad functional group tolerance. Preliminary mechanistic experiments using deuterium labeling showed that the oxygen atom was derived from dioxygen. Copyright
- Chen, Jiuxi,Peng, Yong,Liu, Miaochang,Ding, Jinchang,Su, Weike,Wu, Huayue
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supporting information
p. 2117 - 2122
(2012/11/07)
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- Bis(cyclopentadienyldicarbonyliron) as a convenient carbon monoxide source in palladium-catalyzed carbonylative coupling of aryl iodides with amines, alcohols, and thiols
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Bis(cyclopentadienyldicarbonyliron) ([CpFe(CO)2]2) serves as a carbon monoxide source in carbonylative coupling reactions. Treatment of aryl iodides with primary amines in the presence of DBU and [CpFe(CO)2]2 under palladium catalysis provides the corresponding benzamides in good yields. Similar reactions with phenols and thiols provide the corresponding benzoate esters and thioesters, respectively. A catalytic amount of DMAP as an additive promoted the carbonylative coupling reactions with primary alcohol and secondary amine.
- Nakaya, Ryotaro,Yorimitsu, Hideki,Oshima, Koichiro
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experimental part
p. 904 - 906
(2011/12/05)
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- Copper(II)-catalyzed esterification of arenecarboxylic acids with aryl- and vinyl-substituted trimethoxysilanes
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In this paper, the copper(II)-catalyzed esterification reaction of arenecarboxylic acids with aryl- or vinyl-substituted trimethoxysilanes is described. A series of aryltrimethoxysilanes and arenecarboxylic acids worked well under this procedure, affording aryl benzoate derivatives in moderate to good yields. Notably, trimethoxy(vinyl)silanes also worked well under this procedure giving a facile and versatile method to access vinyl benzoate derivatives. Georg Thieme Verlag Stuttgart.
- Luo, Fang,Pan, Changduo,Qian, Pengcheng,Cheng, Jiang
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supporting information; experimental part
p. 2005 - 2010
(2010/08/19)
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- o-benzenedisulfonimide as a soft, efficient, and recyclable catalyst for the acylation of alcohols, phenols, and thiols under solvent-free conditions: Advantages and limitations
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o-Benzenedisulfonimide turns out to be a highly efficient Bransted acid catalyst for the acylation of a number of alcohols, phenols, and thiols under a metal- and solvent-free procedure; reaction conditions are mild and yields very good. After the workup, the catalyst can be easily recovered and purified, ready to be reused, with economic and ecological advantages. Georg Thieme Verlag Stuttgart · New York.
- Barbero, Margherita,Cadamuro, Silvano,Dughera, Stefano,Venturello, Paolo
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experimental part
p. 3625 - 3632
(2009/07/04)
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- TiO2: A simple and an efficient catalyst for esterification of phenols under solvent-free condition
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In the presence of catalytic amount of titanium oxide (TiO2), without any additional solvent at 25°C, phenols are conveniently acylated by acid chlorides to get phenolic esters in excellent yields. The TiO2 powder can be reused three times after simple washing with CH2Cl 2.
- Pasha, Mohamed Afzal,Manjula, Krishnappa
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p. 597 - 600
(2008/09/19)
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- C-O-bond cleavage of esters with a naphthyl group in the higher triplet excited state during two-color two-laser flash photolysis
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A C-O-bond cleavage of esters having a naphthyl group, NpCO-OR and RCO-ONp (Np = α- and βnaphthyl (αNp and βNp, respectively), R = Ph and Me), was found during the two-color two-laser flash photolysis in acetonitrile. The C-O-bond cleavage occurred when NpCO-OR and RCO-ONp were excited to the singlet excited states (S1). On the other hand, no reaction occurred from the lowest triplet excited states (T 1). When NpCO-OR(T1) and RCO-ONp(T1) were excited to the higher triplet excited states (Tn) using the second laser during the two-color two-laser flash photolysis, the C-O-bond cleavage occurred. The C-O-bond cleavage quantum yield (Φ) was estimated from the plots of the T1state esters disappeared within a laser flash versus the second laser intensities. The C-O-bond cleavage in βNpCO- OPh(Tn) occurred more efficiently than in αNpCO- OPh(Tn) and that in PhCO-OβNp(Tn) occurred more efficiently than in PhCO-OαNp(Tn). The Φ value for ester with Ph and β-Np groups was larger than that for ester with Ph and α-Np groups. The Φ value for MeCO-OαNp(T n) was similar to those for PhCO-ONp(Tn), while that for MeCO-OβNp(Tn) was much smaller than those for PhCO-ONp(T n) and MeCO-OαNp(Tn). On the other hand, no C-O-bond cleavage was observed in NpCO-OMe(Tn). The Φ value depended on the characters of the groups (Np, Ph, and Me) on the ester. Whether R is Ph or Me with or without π electron, respectively, is important for the C-O-bond cleavage. In other words, electronic delocalization of the T n state including Np and ester groups is necessary for the occurrence of the C-O-bond cleavage in NpCO-OR(Tn) and RCO-ONp(Tn).
- Cai, Xichen,Sakamoto, Masanori,Yamaji, Minoru,Fujitsuka, Mamoru,Majima, Tetsuro
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p. 3143 - 3149
(2008/02/05)
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- Facile catalyzed acylation of alcohols, phenols, amines and thiols based on ZrOCl2·8H2O and acetyl chloride in solution and in solvent-free conditions
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Acylation of heteroatoms (O, N and S) with acetyl chloride based on the use of a catalytic amount of the moisture stable, inexpensive ZrOCl 2?8H2O, proceeds efficiently producing the corresponding acylated products in excellent yields.
- Ghosh, Rina,Maiti, Swarupananda,Chakraborty, Arijit
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p. 147 - 151
(2007/10/03)
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- Facile synthesis of regio-isomeric naphthofurans and benzodifurans
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Naphtho[1,2-b]furans 1a-f, naphtho[2,1-b]furans 2a-f, benzo[1,2-b:5,4- b′]difurans 3a-b, benzo[1,2-b:4,5-b′]difurans 4a-b, and benzo[1,2-b:4,3-b′]difurans 5a-b were synthesized by base-catalyzed cyclization reaction of the corresponding o-alkoxybenzoylarene derivatives. The o-alkoxybenzoylarenes were obtained from the etherification reaction of the o-hydroxybenzoylarenes, which were prepared either by the reaction of methoxyarenes with benzoyl chloride in the presence of aluminum chloride or by photo-Fries rearrangement of aryl benzoates. Graphical Abstract.
- Park, Kwanghee Koh,Jeong, Jinsuk
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p. 545 - 553
(2007/10/03)
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- A green protocol for chemoselective O-acylation in the presence of zinc oxide as a heterogeneous, reusable and eco-friendly catalyst
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The solvent-free acylation of alcohols and phenols with acyl chlorides using ZnO as a catalyst is described. The remarkable selectivity under mild and neutral conditions, and recyclability of the catalyst, are advantages.
- Tamaddon, Fatemeh,Amrollahi, Mohammad Ali,Sharafat, Leily
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p. 7841 - 7844
(2007/10/03)
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- Facile catalyzed acylation of heteroatoms using BiCl3 generated in situ from the procatalyst BiOCl and acetyl chloride
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Acylation of a variety of alcohols, phenols, aliphatic and aromatic amines, a thiol and a thiophenol proceeds efficiently using BiCl3 generated in situ from the procatalyst BiOCl and acetyl chloride in a solvent or under solventless conditions, furnishing the corresponding acylated derivatives in very good to excellent yields.
- Ghosh, Rina,Maiti, Swarupananda,Chakraborty, Arijit
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p. 6775 - 6778
(2007/10/03)
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- PhCOCI-Py/basic alumina as a versatile reagent for benzoylation in solvent-free conditions
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A solvent-free procedure using PhCOCl-Py/basic alumina under microwave irradiation has been developed for N-, O- and S-benzoylation.
- Paul, Satya,Nanda, Puja,Gupta, Rajive
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p. 374 - 380
(2007/10/03)
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- Efficient and selective conversion of trimethylsilyl and tetrahydropyranyl ethers to their corresponding acetates and benzoates catalyzed by bismuth(III) salts
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A variety of TMS and THP ethers are efficiently converted to their corresponding acetates and benzoates with acetic and benzoic anhydrides in the presence of catalytic amounts of Bi(III) salts such as BiCl3, Bi(TFA)3, and Bi(OTf)sub
- Mohammadpoor-Baltork, Iraj,Khosropour, Ahmad R.
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p. 189 - 193
(2007/10/03)
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- P2O5/SiO2 as an efficient reagent for esterification of phenols in dry media
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A simple and efficient method for esterification of carboxylic acid with phenols using P2O5/SiO2 reagent in dry media is reported.
- Eshghi,Rafei,Karimi
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p. 771 - 774
(2007/10/03)
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- Bismuth(III) salts as convenient and efficient catalysts for the selective acetylation and benzoylation of alcohols and phenols
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Efficient acetylation and benzoylation of alcohols and phenols with acetic and benzoic anhydrides have been carried out under catalysis of bismuth(III) salts including BiCl3, Bi(TFA)3 and Bi(OTf)3. Selective acetylation and benzoylation of alcohols in the presence of phenols is an additional advantage of this procedure.
- Mohammadpoor-Baltork, Iraj,Aliyan, Hamid,Reza Khosropour, Ahmad
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p. 5851 - 5854
(2007/10/03)
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- Mechanism of Acyl Transfer between 1-Acetoxy-8-Hydroxynaphthalene and Phenolate Ions; Investigation of a Leaving Group with Potential Hydrogen Bond Stabilisation
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The kinetics of the acyl transfer between 1-acetoxy-8-hydroxynaphthalene and substituted phenol buffers have been studied and the rates are compared with those for the reaction of 1-acetoxynaphthalene.The variation of the first-order rate coefficient with buffer concentration at different buffer ratios is compatible with reaction between undissociated 1-acetoxy-8-hydroxynaphthalene with undissociated phenol.Analysis of the data according to the latter reaction gives a rate coefficient for reaction of the anion of 1-hydroxy-8-acetoxy-naphthalene with phenol which is larger than that for the reaction of 1-acetoxynaphthalene with phenolate ion and is, therefore, rejected.The rate coefficients caldulated for the preferred reaction of undissociated 1-acetoxy-8-hydroxynaphthalene with substituted phenolate ions give a linear Broensted plot of slope β 0.48.The rate coefficients for reaction with phenolate and 3,4-dichlorophenolate ions are respectively 5.5 and 13 times higher than the values for the reaction of 1-acetoxynaphthalene with the same ions.The enhanced rate may be the result of weak assistance of the departure of the leaving group by partial formation of an intramolecular hydrogen bond involving the 8-hydroxy group.
- Hibbert, Frank,Malana, Muhammad Aslam
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p. 711 - 715
(2007/10/02)
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- INTERMEDIACY OF CHARGED SPECIES IN PHOTODECOMPOSITION OF DIAROYL PEROXIDES SENSITIZED WITH AROMATIC HYDROCARBONS IN POLAR SOLVENTS
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Electron transfer upon photosensitization of dibenzoyl and bis(2-thiophenecarbonyl) peroxides with singlet sensitizers in acetonitrile was revealed by trapping of sensitizer (naphthalene) cation radicals with acetic acid and by their direct detection (pyrene cation radicals) by means of laser flash photolysis.
- Urano, Toshiyuki,Sakuragi, Hirochika,Tokumaru, Katsumi
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p. 735 - 738
(2007/10/02)
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- Oxidatively Catalyzed Nucleophilic Aromatic Substitution. Further Studies on the SON2 Reaction
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The oxidation of several electron-rich fluoroarenes in the presence of nucleophile, usually acetate ion, has been investigated.Two substrates, 1- and 2-fluoronaphthalene, have been shown to undergo formally nonoxidative fluorine/acetoxy exchange induced by chemical oxidants such as benzoyl peroxide, potassium peroxydisulfate, and copper(III).The mechanism is believed to involve electron-transfer chain catalysis according to the SON2 mechanism.On electrochemical oxidation of these substrates, the major pathway observed was oxidative substitution of hydrogen.The catalytic efficiency of the anodically initiated title reaction is also improved at higher temperatures; e.g., anodic acetoxydefluorination of 4-fluoroanisole takes place with a current efficiency of 590percent at 78 deg C.We also give the first example of an intramolecular although not catalytic SON2 reaction.
- Joensson, Lennart,Wistrand, Lars-Goeran
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p. 3340 - 3344
(2007/10/02)
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- PHOTO FRIES REARRANGEMENTS OF 1-NAPHTHYL ESTERS IN THE SYNTHESIS OF 2-ACYLNAPHTHOQUINONES
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The photo Fries rearrangements of esters of 1-naphthol and 5-methoxy-1-naphthol to the corresponding 1-hydroxy-2-acylnaphthalenes have been carried out.The best yield (70percent) was obtained by irradiating 5-methoxy-1-naphthyl acetate in ethyl acetate.By contrast the yield from 1-naphthyl acetate under similar conditions was 40percent.Oxidation of 1-hydroxy-5-methoxy-2-naphthyl cyclohexyl ketone with thallium trinitrate gave the corresponding 1,4-quinone.These results provide a method for the regioselective synthesis of tricyclic analogues of adriamycinone.
- Crouse, David J.,Hurlbut, Sheri L.,Wheeler, Desmond M.S.
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p. 374 - 378
(2007/10/02)
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- Naphthalene-sensitized Photolysis of Dibenzoyl Peroxide
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Naphthyl benzoates and phenylnaphthalenes were produced, on naphthalene-sensitized photolysis of dibenzoyl peroxide, in different distribution of their isomers from its thermolysis in the presence of naphthalene, suggesting that naphthalene as sensitizer interacts with dibenzoyl peroxide in a specific orientation in the sensitization process.
- Kitamura, Akihide,Sakuragi, Hirochika,Yoshida, Masayuki,Tokumaru, Katsumi
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p. 2413 - 2414
(2007/10/02)
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