Royal Society of Chemistry

Synthesis of substituted azafluorenones from dihalogeno diaryl ketones by palladium-catalyzed auto-tandem processes

Org. and Biomol. Chem. - 17 hours 18 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01629G, CommunicationNada Marquise, Vincent Dorcet, Floris Chevallier, Florence Mongin
Auto-tandem processes combining either Suzuki or Heck coupling with direct cyclizing arylation are described.
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Insights into the programmed ketoreduction of partially reducing polyketide synthases: stereo- and substrate-specificity of the ketoreductase domain

Org. and Biomol. Chem. - 17 hours 18 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01777C, PaperIshin Soehano, Lifeng Yang, Feiqing Ding, Huihua Sun, Zhen Jie Low, Xuewei Liu, Zhao-Xun Liang
Evidence are provided to support that partially reducing polyketide synthases achieve programmed ketoreduction by differential recognition of polyketide intermediates.
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Two-channel dansyl/tryptophan emitters with a cholic acid bridge as reporters for local hydrophobicity within supramolecular systems based on bile salts

Org. and Biomol. Chem. - 17 hours 18 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01394H, PaperM. Gomez-Mendoza, M. Luisa Marin, Miguel A. Miranda
Simultaneous emission from the Trp and Dns fluorophores of linked dyads in biomimetic media is quenched by iodide anions with rate constants that depend on the local hydrophobicity.
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A general Pd/Cu-catalyzed C-H heteroarylation of 3-bromoquinolin-2(1H)-ones

Org. and Biomol. Chem. - 17 hours 18 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01610F, PaperAlexandre Bruneau, Jean-Daniel Brion, Samir Messaoudi, Mouad Alami
The Pd(OAc)2/CuI system effectively catalyzes the coupling of 3-bromoquinolin-2(1H)-ones with a series of azoles to give 3-(heteroaryl)quinolin-2(1H)-ones in good yields.
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Direct synthesis of polysubstituted 2-aminothiophenes by Cu(II)-catalyzed addition/oxidative cyclization of alkynoates with thioamides

Org. and Biomol. Chem. - 17 hours 18 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01534G, PaperLi-Shi Ge, Zheng-Lin Wang, Xing-Lan An, Xiaoyan Luo, Wei-Ping Deng
Cu(II)-catalyzed addition/oxidative cyclization of thioamides with alkynoates affords structurally important 2-aminothiophenes in moderate to excellent yields.
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Oxyma-B, an excellent racemization suppressor for peptide synthesis

Org. and Biomol. Chem. - 17 hours 18 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01612B, CommunicationYahya E. Jad, Sherine N. Khattab, Beatriz G. de la Torre, Thavendran Govender, Hendrik G. Kruger, Ayman El-Faham, Fernando Albericio
Oxyma-B, a superb additive for the control of optical purity during the synthesis of peptides.
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Direct C-H bond arylation of fluorenes with aryl chlorides catalyzed by N-heterocyclic carbene-palladium(II)-1-methylimidazole complex and further transformation of the products in a one-pot procedure

Org. and Biomol. Chem. - 17 hours 18 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01594K, PaperYa-Yun Ji, Li-Li Lu, Yu-Chun Shi, Li-Xiong Shao
Direct C-H arylation of fluorenes with aryl chlorides and transformation of the products in a one-pot procedure was reported.
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HBTU mediated 1-hydroxybenzotriazole (HOBt) conjugate addition: synthesis and stereochemical analysis of [small beta]-benzotriazole N-oxide substituted [gamma]-amino acids and hybrid peptides

Org. and Biomol. Chem. - 17 hours 18 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01548G, PaperSachitanand M. Mali, Mothukuri Ganesh Kumar, Mona M. Katariya, Hosahudya N. Gopi
Synthesis and conformational analysis of [small beta]-benzotriazole N-oxide ([small beta]-BtO) substituted [gamma]-amino acids by direct conjugate addition of HOBt to E-vinylogous [gamma]-amino acids are reported.
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Stereocontrolled lithiation/trapping of chiral 2-alkylideneaziridines: investigation into the role of the aziridine nitrogen stereodynamics

Org. and Biomol. Chem. - 17 hours 18 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01457J, PaperRosmara Mansueto, Leonardo Degennaro, Jean-Francois Briere, Karen Griffin, Michael Shipman, Saverio Florio, Renzo Luisi
The origin of the stereoselectivity in the lithiation/trapping of 2-alkylideneaziridines bearing a chiral group as the nitrogen substituent was investigated.
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New ganglio-tripod amphiphiles (TPAs) for membrane protein solubilization and stabilization: implications for detergent structure-property relationships

Org. and Biomol. Chem. - 17 hours 18 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01375A, PaperPil Seok Chae, Hyoung Eun Bae, Muhammad Ehsan, Hazrat Hussain, Jin Woong Kim
This study introduces new ganglio-TPAs with enhanced efficacy for membrane protein solubilization and stabilization compared to conventional detergents.
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Pd(II)-catalyzed ligand controlled synthesis of pyrazole-4-carboxylates and benzo[b]thiophene-3-carboxylates

Org. and Biomol. Chem. - 17 hours 18 min ago

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01576B, PaperYogesh Daulat Dhage, Hiroki Daimon, Cheng Peng, Taichi Kusakabe, Keisuke Takahashi, Yuichiro Kanno, Yoshio Inouye, Keisuke Kato
A simple change of the ligand and solvent allows controlled, effective switching between cyclization-carbonylation-cyclization-coupling (CCC-coupling) and cyclization-carbonylation reactions.
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Surface patterning with natural and synthetic polymers via an inverse electron demand Diels-Alder reaction employing microcontact chemistry

Org. and Biomol. Chem. - 17 hours 18 min ago

Org. Biomol. Chem., 2014, 12,7828-7835
DOI: 10.1039/C4OB01379D, PaperOliver Roling, Artur Mardyukov, Sebastian Lamping, Benjamin Vonhoren, Stefan Rinnen, Heinrich F. Arlinghaus, Armido Studer, Bart Jan Ravoo
Bioorthogonal ligation methods are the focus of current research due to their versatile applications in biotechnology and materials science for post-functionalization and immobilization of biomolecules.
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Evolution of a strategy for preparing bioactive small molecules by sequential multicomponent assembly processes, cyclizations, and diversification

Org. and Biomol. Chem. - 17 hours 18 min ago

Org. Biomol. Chem., 2014, 12,7659-7672
DOI: 10.1039/C4OB00835A, Review ArticleJames J. Sahn, Brett A. Granger, Stephen F. Martin
Multicomponent assembly processes are key steps in the synthesis of diverse polycyclic heterocycles with a broad array of biological activities.
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Exploring functional cyclophellitol analogues as human retaining beta-glucosidase inhibitors

Org. and Biomol. Chem. - 17 hours 18 min ago

Org. Biomol. Chem., 2014, 12,7786-7791
DOI: 10.1039/C4OB01611D, PaperKah-Yee Li, Jianbing Jiang, Martin D. Witte, Wouter W. Kallemeijn, Wilma E. Donker-Koopman, Rolf G. Boot, Johannes M. F. G. Aerts, Jeroen D. C. Codee, Gijsbert A. van der Marel, Herman S. Overkleeft
Of six cyclophellitol analogues, the N-pentylaziridine is the most effective retaining human beta-glucosidase inhibitor considering potency and compound stability.
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Theoretical insight into the antioxidant properties of melatonin and derivatives

Org. and Biomol. Chem. - 17 hours 18 min ago

Org. Biomol. Chem., 2014, 12,7820-7827
DOI: 10.1039/C4OB01396D, PaperJeffrey R. Johns, James A. Platts
Density functional theory calculations on melatonin, metabolites and synthetic derivatives thereof, and a range of other biological antioxidant molecules are presented, with a view to understanding the antioxidant ability of these molecules.
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Lewis acid promoted construction of chromen-4-one and isoflavone scaffolds via regio- and chemoselective domino Friedel-Crafts acylation/Allan-Robinson reaction

Org. and Biomol. Chem. - 17 hours 18 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01743A, PaperMAYA SHANKAR SINGH, Tanmoy Chanda, Sushobhan Chowdhury, Suvajit Koley, Namrata Anand
A facile and efficient synthesis of chromen-4-one and isoflavone frameworks has been achieved by domino C-acylation/O-acylation/aldolization sequence. This operationally simple one-pot elegant strategy provides structurally unique chromen-4-ones and isoflavones directly...
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Influence of the aromatic aglycon of galactoclusters on the binding of LecA: Case study with O-phenyl, S-phenyl, O-benzyl, S-benzyl, O-biphenyl and O-naphthyl aglycons

Org. and Biomol. Chem. - 17 hours 18 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01599A, PaperFrancesca Casoni, Lucie Dupin, Gerard Vergoten, Albert Meyer, Caroline Ligeour, Thomas Gehin, Olivier Vidal, Eliane Souteyrand, Jean-Jacques Vasseur, Yann Chevolot, Francois Morvan
A library of 24 new mannose-centered tetragalactoclusters with four different linkers (di- and triethyleneglycol with phosphodiester or phosphorothioate linkages) and six different aromatic aglycons (O-phenyl, S-phenyl, O-benzyl, S-benzyl, O-biphenyl and...
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Rhodium(II) catalyzed synthesis of macrocycles incorporating oxindole via O-H/N-H insertion reactions

Org. and Biomol. Chem. - 17 hours 18 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01671H, PaperSengodagounder Muthusamy, Thangaraju Karikalan
A wide variety of 10- to 29-membered oxaza-macrocycles incorporating oxindole unit were synthesized in good yield via rhodium(II) acetate dimer catalyzed intramolecular O-H/N-H insertion reactions. Interestingly, synthesis of C2-symmetric macrocycles...
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Discovery and synthesis of a novel series of potent, selective inhibitors of the PI3K[small alpha]: 2-alkyl-chromeno[4,3-c]pyrazol-4(2H)-one derivatives

Org. and Biomol. Chem. - 17 hours 18 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01589D, PaperYong Yin, Xun Wu, Hong-Wei Han, Shao Sha, She-Feng Wang, Fang Qiao, Aimin Lu, Peng-Cheng Lv, Hai-Liang Zhu
A series of novel 2-alkyl-chromeno[4,3-c]pyrazol-4(2H)-one derivatives were synthesized and evaluated their biological activities as PI3K inhibitors. In vitro biological evaluation against four human tumor cell lines revealed that most target...
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Synthesis, Gelation and Topochemical Polymerization of meta-Linked Oligophenylenebutadiynylene Derivatives

Org. and Biomol. Chem. - 17 hours 18 min ago
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01322K, PaperIsabelle Levesque, Simon Rondeau-Gagne, Jules Romeo Neabo, Jean-Francois Morin
Rational design of meta-linked oligophenylbutadiynylene (OPBDs) derivatives has been conducted in order to gain insights on their gelation properties and reactivity toward topochemical polymerization to yield polydiacetylenes (PDAs). Different structural...
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