- A 3D In(III) coordination polymer derived from rigid dicarboxylate ligand: Synthesis, crystal structure and catalytic property
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A new indium coordination polymer, In(OH)(H2O)(1,4-bdc) (1,4-H2bdc = 1, 4-benzendicarboxylic acid), has been prepared under solvothermal conditions using a mixture of rigid organic linker and inorganic heteropolyacid (12-phosphotungs
- Xia, Jing,Zheng, Jifu,Xu, Jianing,Wang, Li,Yang, Lu,Su, Zhandong,Fan, Yong
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Read Online
- A two-dimensional manganese coordination polymer: Crystal structure, proton conductivity and catalytic property
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Herein, we report a new Manganese coordination polymer, Mn3L2(H2O)4·2H2O (1), based on the 4′-(1-H-tetrazol-5-yl)-[1,1′-biphenyl]-3,5-dicarboxylic acid (H3L) ligand under solvothermal condi
- Cao, Yexia,Li, Huiqing,Yin, Aiping
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- Crystal transformation in Mn(ii) metal-organic frameworks based on a one-dimensional chain precursor
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The solvothermal reaction of Mn(ii) salts and 5-((4′-(tetrazol-5′′-yl)benzyl)oxy)isophthalic acid (H3L) affords an Mn(ii) based coordination polymer Mn(H2L)2(H2O)2(1), which possesses a one-dimensiona
- Fan, Yong,Gong, Yiran,Jiang, Yansong,Liu, Rui,Wang, Li,Xu, Jianing
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p. 9540 - 9546
(2021/07/17)
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- Role of metal center and coordination environment in M-(Z)-N-((E)-pyridin-2-ylmethylene)isonicotinohydrazonate (M = LaIII, ZnII, CdII or HgII) catalyzed cyanosilylation of aldehydes
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A series of known metal complexes, [LaL2(NO3)(H2O)2]·5H2O (1), [Zn(μ-L)(NO3)(H2O)]n (2), {[Cd2(μ-HL)(μ-L)(NO3)3(H2O)]·Hsub
- Hajiyeva, Sevinc R.,Huseynov, Fatali E.,Kopylovich, Maximilian N.,Mahmoudi, Ghodrat,Nikitina, Eugeniya V.,Prisyazhnyuk, Ekaterina D.,Shamilov, Nazim T.,Zubkov, Fedor I.
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- Application of an Electrochemical Microflow Reactor for Cyanosilylation: Machine Learning-Assisted Exploration of Suitable Reaction Conditions for Semi-Large-Scale Synthesis
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Cyanosilylation of carbonyl compounds provides protected cyanohydrins, which can be converted into many kinds of compounds such as amino alcohols, amides, esters, and carboxylic acids. In particular, the use of trimethylsilyl cyanide as the sole carbon source can avoid the need for more toxic inorganic cyanides. In this paper, we describe an electrochemically initiated cyanosilylation of carbonyl compounds and its application to a microflow reactor. Furthermore, to identify suitable reaction conditions, which reflect considerations beyond simply a high yield, we demonstrate machine learning-assisted optimization. Machine learning can be used to adjust the current and flow rate at the same time and identify the conditions needed to achieve the best productivity.
- Sato, Eisuke,Fujii, Mayu,Tanaka, Hiroki,Mitsudo, Koichi,Kondo, Masaru,Takizawa, Shinobu,Sasai, Hiroaki,Washio, Takeshi,Ishikawa, Kazunori,Suga, Seiji
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supporting information
p. 16035 - 16044
(2021/09/02)
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- An uncoordinated tertiary nitrogen based tricarboxylate calcium network with Lewis acid-base dual catalytic sites for cyanosilylation of aldehydes
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The design and utilization of dual sites for synergistic catalysts has been recognised as an efficient method towards high-efficiency catalysis in the cyanosilylation of aldehydes, which gives key intermediates for the synthesis of a number of valuable na
- Wang, Ying-Xia,Wang, Hui-Min,Meng, Pan,Song, Dong-Xia,Hou, Juan-Juan,Zhang, Xian-Ming
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p. 1740 - 1745
(2021/02/16)
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- Organo-catalyzed Michael addition of 2-fluoro-2-arylacetonitriles
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An efficient synthesis of a variety of 2-arylacetonitriles containing a fluorinated stereogenic center through organo-catalyzed Michael addition reaction of 2-fluoro-2-arylacetonitriles has been developed. This protocol uses a cheap organocatalyst (DBU) and has a broad substrate scope: α, β-unsaturated ketones, esters, nitriles and sulfones were all successfully reacted. Importantly, water proved to be a good solvent for this reaction.
- Chen, De-Yin,Song, Shuai,Chen, Ling-Yan,Ren, Xinfeng,Li, Ya
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supporting information
(2021/03/01)
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- Multinuclear transition metal-containing polyoxometalates constructed from Nb/W mixed-addendum precursors: synthesis, structures and catalytic performance
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Four new transition metal-containing Nb/W mixed-addendum POM trimers with the formula H19[M4(H2O)x(P2W15Nb3O62)3]·m(HCOOH)·nH2O (M = Cu,x= 15,m=
- Chen, Xuenian,Li, Na,Li, Shujun,Ma, Yubin,Xiao, Wanru,Zhang, Jie,Zhao, Yue
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supporting information
p. 8690 - 8695
(2021/07/02)
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- Germyliumylidene: A Versatile Low Valent Group 14 Catalyst
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Bis-NHC stabilized germyliumylidenes [RGe(NHC)2]+ are typically Lewis basic (LB) in nature, owing to their lone pair and coordination of two NHCs to the vacant p-orbitals of the germanium center. However, they can also show Lewis acidity (LA) via Ge?CNHC σ* orbital. Utilizing this unique electronic feature, we report the first example of bis-NHC-stabilized germyliumylidene [MesTerGe(NHC)2]Cl (1), (MesTer=2,6-(2,4,6-Me3C6H2)2C6H3; NHC= IMe4=1,3,4,5-tetramethylimidazol-2-ylidene) catalyzed reduction of CO2 with amines and arylsilane, which proceeds via its Lewis basic nature. In contrast, the Lewis acid nature of 1 is utilized in the catalyzed hydroboration and cyanosilylation of carbonyls, thus highlighting the versatile ambiphilic nature of bis-NHC stabilized germyliumylidenes.
- Sarkar, Debotra,Dutta, Sayan,Weetman, Catherine,Schubert, Emeric,Koley, Debasis,Inoue, Shigeyoshi
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supporting information
p. 13072 - 13078
(2021/08/09)
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- n-Butyllithium as a highly efficient precatalyst for cyanosilylation of aldehydes and ketones
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A highly efficient cyanosilylation protocol mediated by the easily availablen-BuLi with a wide range of aldehydes and ketones was developed. This protocol features excellent yields with very lown-BuLi loadings (0.01-0.05 mol%) at room temperature, solvent
- Kang, Zihan,Wang, Yuhong,Xu, Xiaojuan,Xue, Mingqiang,Zhang, Wenxuan,Zhou, Shuai,Zhu, Xu
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supporting information
p. 7432 - 7437
(2021/09/07)
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- Two polyoxoniobates-based ionic crystals as Lewis base catalysts for cyanosilylation
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Two transition-metal containing heteropolyniobates, H[Ni(en)3]5[VNb12O40(VO)2]·15H2O (1) and H3[Cu(en)2]4[VNb12O40(VO)2]·13
- Li, Shujun,Ji, Panpan,Han, Shangning,Hao, Zhaomin,Chen, Xuenian
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- Three Coordinated Organoaluminum Cation for Rapid and Selective Cyanosilylation of Carbonyls under Solvent-Free Conditions
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The well-defined three coordinated electronically unsaturated cationic organoaluminum complex [({(2,6-iPr2C6H3N)P(Ph2)}2N)AlMe]+[MeB(C6F5)3]? (1), has been utilized to catalyze the cyanosilylation of aldehydes and ketones under mild and solvent-free conditions. Moreover, catalyst 1 showed high chemoselective cyanosilylation of aldehydes over ketones, nitriles and olefins. The multinuclear NMR investigations revealed that cyanosilylation proceeds via Lewis adduct formation between 1 and TMSCN thereby activating TMSCN (Si-CN bond) followed by nucleophilic attack of the carbonyl oxygen at the Si center of the activated silane and formation of the product.
- Bhandari, Mamta,Prashanth, Billa,Rawat, Sandeep,Singh, Sanjay
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- A urea-containing metal-organic framework as a multifunctional heterogeneous hydrogen bond-donating catalyst
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A urea-containing metal-organic framework (MOF) was synthesized from a V-shaped dicarboxylate ligand and Cu(II) ions. As the undesirable self-aggregation of the urea moiety has been prohibited in the framework, this MOF can act as a heterogeneous hydrogen
- Zhu, Chengfeng,Tang, Haitong,Yang, Keke,Wu, Xiang,Luo, Yunfei,Wang, Jin,Li, Yougui
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- Manganese-organic framework assembled by 5-((4′-(tetrazol-5″-yl)benzyl)oxy)isophthalic acid: A solvent-free catalyst for the formation of carbon–carbon bond
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A new three-dimensional manganese-based metal–organic framework Mn4L2(HL)(H2O)5, (1), based on semi-rigid 5-((4′-(tetrazol-5′’-yl)benzyl)oxy)isophthalic acid ligand (H3L) have been prepared and charac
- Jiang, Yansong,Xu, Jianing,Zhu, Ziqian,Jiang, Changwei,Ma, Lin,Wang, Hui,Wang, Li,Fan, Yong
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supporting information
(2020/05/25)
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- Discovery of the First in Vivo Active Inhibitors of the Soluble Epoxide Hydrolase Phosphatase Domain
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The emerging pharmacological target soluble epoxide hydrolase (sEH) is a bifunctional enzyme exhibiting two different catalytic activities that are located in two distinct domains. Although the physiological role of the C-terminal hydrolase domain is well-investigated, little is known about its phosphatase activity, located in the N-terminal phosphatase domain of sEH (sEH-P). Herein we report the discovery and optimization of the first inhibitor of human and rat sEH-P that is applicable in vivo. X-ray structure analysis of the sEH phosphatase domain complexed with an inhibitor provides insights in the molecular basis of small-molecule sEH-P inhibition and helps to rationalize the structure-activity relationships. 4-(4-(3,4-Dichlorophenyl)-5-phenyloxazol-2-yl)butanoic acid (22b, SWE101) has an excellent pharmacokinetic and pharmacodynamic profile in rats and enables the investigation of the physiological and pathophysiological role of sEH-P in vivo.
- Kramer, Jan S.,Woltersdorf, Stefano,Duflot, Thomas,Hiesinger, Kerstin,Lillich, Felix F.,Kn?ll, Felix,Wittmann, Sandra K.,Klingler, Franca-M.,Brunst, Steffen,Chaikuad, Apirat,Morisseau, Christophe,Hammock, Bruce D.,Buccellati, Carola,Sala, Angelo,Rovati, G. Enrico,Leuillier, Matthieu,Fraineau, Sylvain,Rondeaux, Julie,Hernandez-Olmos, Victor,Heering, Jan,Merk, Daniel,Pogoryelov, Denys,Steinhilber, Dieter,Knapp, Stefan,Bellien, Jeremy,Proschak, Ewgenij
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p. 8443 - 8460
(2019/10/16)
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- Solvent-free cyanosilylation of aromatic and heteroaryl aldehydes catalyzed by a cationic iron N-heterocyclic carbene complex at ambient temperature under UV irradiation
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The cyanosilylation of aromatic aldehydes and heteroaryl aldehydes with trimethylsilyl cyanide (TMSCN) is efficiently catalyzed by an iron complex of the type {[3-isopropyl-1-(1R-phenylethyl)imidazol-2-ylidene]Fe(CO)2}I (3) in presence of UV li
- Kumar, Dharmendra,Prakasham,Gangwar, Manoj Kumar,Ghosh, Prasenjit
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supporting information
(2019/08/07)
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- N-Heterocyclic Germylene and Stannylene Catalyzed Cyanosilylation and Hydroboration of Aldehydes
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Recent years have witnessed a significant growth in the area of low-valent main-group compounds due to their potential to activate small molecules. However, there is a paucity of examples of low-valent main-group compounds being used as single-site cataly
- Dasgupta, Rajarshi,Das, Shubhajit,Hiwase, Shweta,Pati, Swapan K.,Khan, Shabana
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supporting information
p. 1429 - 1435
(2019/03/26)
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- Two scandium coordination polymers: Rapid synthesis and catalytic properties
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Two scandium coordination polymers (Sc-CPs), [Sc(L1)2(DMF)] (DMF = N,N′-dimethyl formamide, H2L1 = pyrazine-2,3-dicarboxylic acid) (1) and [Sc(L2)(C2O4)0.5(H2/su
- Zhu, Ziqian,Tao, Yufang,Jiang, Yansong,Zhang, Liying,Xu, Jianing,Wang, Li,Fan, Yong
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p. 5261 - 5268
(2019/09/16)
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- Method for aldehyde cyanosilylation reaction under conditions of no catalyst or solvent
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The invention discloses a method for an aldehyde cyanosilylation reaction under conditions of no catalyst or solvent. In a glove box, aldehyde and trimethylsilyl cyanide are sequentially added to a nuclear magnetic resonance tube, then, the glove box is m
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Paragraph 0109; 0110; 0111; 0115
(2018/11/22)
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- Beyond Hydrofunctionalisation: A Well-Defined Calcium Compound Catalysed Mild and Efficient Carbonyl Cyanosilylation
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Organocalcium compounds have been reported as efficient catalysts for various transformations, for cases in which one of the substrates contained an E?H (E=B, N, Si, P) bond. Here, we look at the possibility of employing an organocalcium compound for a tr
- Yadav, Sandeep,Dixit, Ruchi,Vanka, Kumar,Sen, Sakya S.
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supporting information
p. 1269 - 1273
(2018/02/06)
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- Catalytic cyanosilylation using germylene stabilized platinum(ii) dicyanide
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The ability of a platinum compound to act as a catalyst for the cyanosilylation of carbonyl compounds is demonstrated through a well-defined germylene stabilized Pt(ii) dicyanide, trans-{(iBu)2ATIGe(iPr)}2Pt(CN)
- Sharma, Mahendra Kumar,Singh, Dharmendra,Mahawar, Pritam,Yadav, Ravi,Nagendran, Selvarajan
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supporting information
p. 5943 - 5947
(2018/05/14)
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- Easily accessible lithium compound catalyzed mild and facile hydroboration and cyanosilylation of aldehydes and ketones
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Simple and readily accessible lithium compounds such as 2,6-di-tert-butyl phenolate lithium (1a), 1,1′ dilithioferrocene (1b) and nacnac lithium (1c) are found to be efficient single site catalysts for hydroboration of a range of aldehydes and ketones wit
- Bisai, Milan Kumar,Das, Tamal,Vanka, Kumar,Sen, Sakya S.
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supporting information
p. 6843 - 6846
(2018/06/26)
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- α-Hydroxy-Tetrazoles as Latent Ethynyl Moieties: A Mechanistic Investigation
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This article focuses on the dehydration of α-hydroxy-tetrazoles, leading to tetraazafulvenes and then to vinylic carbenes that rearrange into ethynyl moieties through the Fritsch-Buttenberg-Wiechell rearrangement. Each step of this sequence was scrutinized, either by examination of the substrate and/or dehydrating agent scope, or through AM1 calculations, in order to understand the limiting step of this process. This underrated transformation appears to be a viable alternative to existing methods used for transforming aldehydes into alkynes.
- Quinodoz, Pierre,Wright, Karen,Drouillat, Bruno,Kletskii, Mikhail E.,Burov, Oleg N.,Lisovin, Anton. V.,Couty, Fran?ois
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- A cationic aluminium complex: An efficient mononuclear main-group catalyst for the cyanosilylation of carbonyl compounds
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A structurally characterized cationic aluminium complex [(AT)Al(DMAP)]+[OTf]- (3) stabilized through a relatively nonbulky aminotroponate (AT) ligand is reported (DMAP = 4-(dimethylamino)pyridine). This compound was found to work as
- Sharma, Mahendra Kumar,Sinhababu, Soumen,Mukherjee, Goutam,Rajaraman, Gopalan,Nagendran, Selvarajan
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supporting information
p. 7672 - 7676
(2017/07/11)
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- Dimeric alumatranes as catalysts for trimethylsilylcyanation reaction
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The solid-state structures of dimeric alumatranes with three five-membered rings chelated by [(OCMe2CH2)nN(CH2CH2O)3-n]3- (n = 1, L1; n = 2, L2; n = 3, L3), which vary by the num
- Kim, Yoseph,Lee, Kang Mun,Kim, So Han,Moon, Jung Hee,Kim, Youngjo
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p. 48151 - 48160
(2017/11/03)
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- SUBSTITUTED PYRIDINES AS INHIBITORS OF DNMT1
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The invention is directed to substituted pyridine derivatives. Specifically, the invention is directed to compounds according to Formula (Iar): (Iar) wherein Yar, X1ar, X2ar, R1ar, R2ar, R3ar, R4ar and R5ar are as defined herein; or a pharmaceutically acceptable salt or prodrug thereof. The compounds of the invention are selective inhibitors of DNMT1 and can be useful in the treatment of cancer, pre-cancerous syndromes, beta hemoglobinopathy disorders, sickle cell disease, sickle cell anemia, and beta thalassemia, and diseases associated with DNMT1 inhibition. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting DNMT1 activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.
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Page/Page column 984
(2018/01/20)
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- A Stable Porphyrin-Based Porous mog Metal-Organic Framework as an Efficient Solvent-Free Catalyst for C-C Bond Formation
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We herein report the porous 4-fold interpenetrated mog (moganite) metal-organic framework (MOF) [Cd3(tipp)(bpdc)2]·DMA·9H2O (1·Cd; H2tipp = 5,10,15,20-tetrakis(4-(imidazol-1-yl)phenyl)porphyrin, H2bpd
- Jiang, Wei,Yang, Jin,Liu, Ying-Ying,Song, Shu-Yan,Ma, Jian-Fang
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supporting information
p. 3036 - 3043
(2017/03/14)
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- ARGININE METHYLTRANSFERASE INHIBITORS AND USES THEREOF
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Described herein are compounds of Formula (I), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Compounds of the present invention are useful for inhibiting arginine methyltransferase activity. Methods of using the compo
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Paragraph 0379-0380
(2014/10/29)
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- Efficient synthesis of cyanohydrin trimethylsilyl ethers via 1,2-chemoselective cyanosilylation of carbonyls
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Here we report a sustainable protocol for the cyanosilylation of carbonyl compounds 1a-g and 3a-m using trimethylsilyl cyanide and triphenylphosphine supported on polystyrene as a catalyst under solvent-free conditions. It has been shown that a small amou
- Strappaveccia, Giacomo,Lanari, Daniela,Gelman, Dmitri,Pizzo, Ferdinando,Rosati, Ornelio,Curini, Massimo,Vaccaro, Luigi
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p. 199 - 204
(2013/02/23)
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- Stereoselective construction of cis-decalin framework via radical domino cyclization
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Steroids with A/B cis-decalin moiety and various bioactivities have attracted many synthetic chemists as target molecules and development of efficient methodology providing cis-decalins has been desired. A stereoselective domino cyclization via Mn(OAc)3 and Cu(OTf)2-mediated radical reaction was found to be effective to construct cis-decalin framework.
- Suzuki, Eriko,Ueda, Minoru,Ohba, Shigeru,Sugai, Takeshi,Shoji, Mitsuru
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p. 1589 - 1592
(2013/03/28)
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- Organocatalytic synthesis of cyanohydrin trimethylsilyl ethers by potassium 4-benzylpiperidinedithiocarbamate under solvent-free conditions
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Potassium 4-benzylpiperidinedithiocarbamate was found to be an efficient organocatalyst for facile addition of trimethylsilyl cyanide to a wide variety of aldehydes and ketones to afford corresponding cyanohydrin trimethylsilyl ethers in high to quantitat
- Dekamin, Mohammad G.,Alizadeh, Roghieh,Naimi-Jamal, M. Reza
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experimental part
p. 229 - 235
(2010/11/17)
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- Activation of trimethylsilyl cyanide by potassium phthalimide for facile synthesis of TMS-protected cyanohydrins
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Potassium phthalimide was found to be a highly effective and easily accessible organocatalyst for the cyanosilylation of various carbonyl compounds under extremely mild conditions. The corresponding cyanohydrin trimethylsilyl ethers were obtained in high
- Dekamin, Mohammad G.,Karimi, Zahra
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experimental part
p. 1789 - 1794
(2009/08/14)
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- A tricyclic aluminum alkoxide catalyst for aldehyde trimethylsilylcyanation
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Trimethylsilylcyanation of aldehydes is efficiently accomplished with a low concentration of catalyst 1 under mild conditions in acetonitrile. This protocol tolerates a variety of electron-rich, neutral, and deficient aryl, heterocyclic, and alkyl aldehyd
- Raders, Steven M.,Verkade, John G.
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supporting information; experimental part
p. 5317 - 5321
(2009/12/06)
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- An expeditious synthesis of cyanohydrin trimethylsilyl ethers using tetraethylammonium 2-(carbamoyl)benzoate as a bifunctional organocatalyst
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Phthalimide and tetraethylammonium hydroxide react via an unusual pathway to afford tetraethylammonium 2-(carbamoyl)benzoate (TEACB) which is of interest as a bifunctional organocatalyst. TEACB (0.5 mol %) was found to catalyze the addition of trimethylsi
- Dekamin, Mohammad G.,Sagheb-Asl, Solmaz,Reza Naimi-Jamal
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scheme or table
p. 4063 - 4066
(2009/10/11)
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- Cyanosilylation of aldehydes and ketones catalyzed by nanocrystalline magnesium oxide
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Cyanosilylation of various aldehydes and ketones with TMSCN proceeded smoothly under mild conditions to give the corresponding cyanohydrin trimethylsilyl ethers in the presence of nanocrystalline magnesium oxide. The cyanohydrin trimethylsilyl ethers of aldehydes produced cyanohydrins in good to high yields on treatment with 2 N HCl. 29Si NMR spectral evidence proved that the reaction proceeds through the hypervalent silicate species by coordination to O2-/O- (Lewis basic site) of nanocrystalline magnesium oxide. Copyright Taylor & Francis Group, LLC.
- Lakshmi Kantam,Mahendar, Koosam,Sreedhar, Bojja,Vijay Kumar,Choudary
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experimental part
p. 3919 - 3936
(2009/04/11)
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- Organocatalytic activation of TMSCN by basic ammonium salts for efficient cyanation of aldehydes and imines
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Basic ammonium salts act as highly effective catalysts for the cyanosilylation of aldehydes and in Strecker-type aminonitrile synthesis using TMSCN as cyanide source at 25 °C under extremely mild conditions, affording very good to excellent yields of silylated cyanohydrins and α-aminonitriles.
- Raj, I. Victor Paul,Suryavanshi, Gurunath,Sudalai
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p. 7211 - 7214
(2008/03/11)
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- Trimethylsilyl Cyanide - A Reagent for Umpolung, IV: Substituent Effectsin the Acylating Nucleophile for Directing 1,2-/1,4-Addition to α,β-Unsaturated Ketones
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Mesityl oxide (6) is attacked by nucleophilic anions 5a-f in DME at the C-1 and/or C-3 position.Depending on the p-substituent in 5 the whole scale from 100percent 1,2-adduct 7 (with 5a, X = N(CH3)2) to 100percent 1,4-adduct 9 (with 5f, X = CN) is covered
- Huenig, Siegfried,Wehner, Gregor
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p. 324 - 332
(2007/10/02)
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