Organic and Biomolecular Chemistry
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#1Rapelly Venkatesh (IIT: Indian Institute of Technology (BHU) Varanasi)H-Index: 1
#2Adesh Kumar Singh (IIT: Indian Institute of Technology (BHU) Varanasi)H-Index: 4
Last. Jeyakumar Kandasamy (IIT: Indian Institute of Technology (BHU) Varanasi)H-Index: 15
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Preparation of α-aryl acetophenones from styryl ethers and aryldiazonium salts is described. The reaction is catalyzed by palladium acetate at room temperature in the absence of ligand and base. The developed method is highly attractive in terms of reaction conditions, substrate scope, functional group tolerance and yields. Synthetic applications of the present method are demonstrated by preparing α-aryl indoles and 3-aryl isocoumarin from styryl ethers.
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#1Andrew Boldt (Carthage College)
#2Sidney Dickinson (Carthage College)
Last. Susan M. Stevenson (Carthage College)
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The development of benzyltriphenylphosphonium salts as alkyl radical precursors using photoredox catalysis is described. Depending on substituents, the benzylic radicals may couple to form C–C bonds or abstract a hydrogen atom to form C–H bonds. A natural product, brittonin A, was also synthesized using this method.
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#1Linghui Lu (Hunan University of Science and Engineering)
#2Guang Chuan Ou (Hunan University of Science and Engineering)
Last. Chao Wu
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A convenient and efficient approach to (E)-2-iodo-3-(methylthio)acrylate has been developed through direct iodothiomethylation of alkynes with aqueous HI and DMSO under mild conditions. This novel protocol has demonstrated a unique difunctionalization of electron-deficient alkynes with a broad substrate scope and excellent functional-group tolerance. Preliminary mechanistic studies indicated that prior diiodination of alkynes, followed by nucleophilic substitution with in situ generated DMS led ...
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#1Seunghwan An (Chonnam National University)
#2Kwang Ho Song (KU: Korea University)
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The synthesis of vinyl sulfone derivatives via the reaction of arylpropiolic acids, K2S2O5, and aryl boronic acids is reported. The CuBr2/1,10-phenanthroline catalytic system in the presence of acetic acid provides the desired vinyl sulfones in moderate to good yield. Furthermore, the methodology features excellent functional group tolerance.
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#1Hui Xia (SDU: Shandong University)H-Index: 1
#2Jinfeng Ye (Ocean University of China)
Last. Chang-Cheng Liu (SDU: Shandong University)H-Index: 3
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The enzymatic synthesis of hybrid Lewis antigens including KH-1 (Lewis y-Lewis x-Lactose, Ley-Lex-Lac), Lewis a-Lewis x-Lactose (Lea-Lex-Lac), and Lewis b-Lewis x-Lactose (Leb-Lex-Lac) has been achieved using a facile enzymatic modular assembly strategy. Starting from a readily available tetrasaccharide, 3 complex hybrid Lewis antigens were achieved in over 40% total yields in less than 5 linear steps of sequential enzymatic glycosylation using 6 enzyme modules. The regio-selective fucosylation ...
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A high-yielding total synthesis of the indole alkaloid prenostodione was completed in 4 steps and 44% overall yield from 1H-indole-3-carboxylic acid. The expedient syntheses of prenostodiones containing distinct substituents at the para position of the phenyl frame underscored the scope of this methodology. The cytotoxic activities of the tert-butyl esters of prenostodione analogues were tested using six tumor cell lines. Preliminary structure-activity studies revealed the importance of the iden...
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#1Jiuling Li (Pingdingshan University)
#2Bin Li (Pingdingshan University)
Last. Wenhao Hu
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A series of gem-chlorosulfurization products bearing difluoromethyl substituents were synthesized in high to excellent yields directly from p-toluenesulfonyl difluorodiazoethane (TsCF2CHN2), disulfides and PhICl2 without any catalysts or additives. The mild reaction conditions and high functional group compatibility indicated the utility and sustainability of the method. In addition, the gem-chlorosulfurization products could be efficiently converted to sulfur-containing and aryl substituted dif...
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#1Kellie L. Weeks (FGCU: Florida Gulf Coast University)H-Index: 1
#2Jack D. Williams (Mercyhurst University)H-Index: 8
Last. Gregory R. Boyce (FGCU: Florida Gulf Coast University)H-Index: 2
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The stereocontrolled three-step synthesis of either enantiomer of α-thujone from commercially available 3-methyl-1-butyne is described. The enantioselectivity originates from a Brown crotylation which is then conferred to the all-carbon quaternary center via chirality transfer in a gold-catalyzed cycloisomerization. The route is highly atom economical and requires no protecting groups or redox manipulations.
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#1Wisam A. Al Isawi (WMU: Western Michigan University)H-Index: 2
#2Austin Z. Salome (WMU: Western Michigan University)
Last. Gellert Mezei (WMU: Western Michigan University)H-Index: 19
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Selective binding and transport of highly hydrophilic anions is ubiquitous in nature, as anion binding proteins can differentiate between similar anions with over a million-fold efficiency. While comparable selectivity has occasionally been achieved for certain anions using small, artificial receptors, the selective binding of certain anions, such as sulfate in the presence of carbonate, remains a very challenging task. Nanojars of the formula [anion⊂{Cu(OH)(pz)}n]2− (pz = pyrazolate; n = 27–33)...
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#1Shengrong Liao (CAS: Chinese Academy of Sciences)H-Index: 15
#2Huayan Xu (CAS: Chinese Academy of Sciences)
Last. Yonghong Liu (CAS: Chinese Academy of Sciences)H-Index: 32
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A novel one-pot protocol for the convenient and efficient synthesis of 2-phenylimidazo[1,2-a]pyridin-3-yl)alkane-1,2-diones (3) in good yields (32-88%) from 2-phenylimidazo[1,2-a]pyridines (1) and terminal alkynes (2) has been established with a wide range of substrate scope. A tandem reaction sequence containing the gold-catalyzed double oxidations of terminal alkynes to generate the glyoxals, the nucleophilic addition of 2-phenylimidazo[1,2-a]pyridines to glyoxals to yield the α-hydroxyl keton...
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