Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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A three-component reaction for rapid access to underexplored 1,3-thiazine-2-thiones

1 July, 2015 - 23:54

Org. Biomol. Chem., 2015, 13,7223-7229
DOI: 10.1039/C5OB00377F, PaperDenis Kroger, Fabian Brockmeyer, Christoph Kahrs
A newly developed multicomponent reaction opens access to a variety of (poly)heterocyclic structures containing the underexplored skeleton of 1,3-thiazine-2-thione.
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Isoxazolidine-fused meso-tetraarylchlorins as key tools for the synthesis of mono- and bis-annulated chlorins

1 July, 2015 - 23:54

Org. Biomol. Chem., 2015, 13,7131-7135
DOI: 10.1039/C5OB00800J, CommunicationAntonio Aguiar, Andreia Leite, Andre M. N. Silva, Augusto C. Tome, Luis Cunha-Silva, Baltazar de Castro, Maria Rangel, Ana M. G. Silva
An efficient synthetic approach to prepare novel annulated chlorin derivatives, a meso-tetraarylchlorin bearing an azepine ring and another bearing simultaneously an azepine and a 2H-pyran ring, is described.
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Asymmetric synthesis of 3-substituted tetrahydro-2-benzazepines

1 July, 2015 - 23:54

Org. Biomol. Chem., 2015, 13,7265-7281
DOI: 10.1039/C5OB00731C, PaperMatthias P. Quick, Roland Frohlich, Dirk Schepmann, Bernhard Wunsch
Diastereoselective opening of a tricyclic oxazolidine with allyltrimethylsilane represents a key step in the synthesis of enantiomerically pure 3-substituted tetrahydro-2-benzazepines.
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Anatomy of gold catalysts: facts and myths

1 July, 2015 - 23:54

Org. Biomol. Chem., 2015, 13,7103-7118
DOI: 10.1039/C5OB00736D, Review ArticleOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Beatrice Ranieri, Imma Escofet, Antonio M. Echavarren
This review article covers the main types of gold(I) complexes used as precatalysts under homogeneous conditions in organic synthesis and discusses the different ways of catalyst activation as well as ligand, silver, and anion effects.
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Locked nucleic acid (LNA) induced effect on the hybridization and fluorescence properties of oligodeoxyribonucleotides modified with nucleobase-functionalized DNA monomers

1 July, 2015 - 23:54

Org. Biomol. Chem., 2015, 13,7236-7247
DOI: 10.1039/C5OB00860C, PaperMamta Kaura, Patrick J. Hrdlicka
Mixmer oligonucleotides modified with LNA and C5-pyrene-functionalized DNA monomers are shown to display interesting fluorescence properties for the discrimination of single nucleotide polymorphisms (SNPs).
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RNA nucleosides as chiral sensing agents in NMR spectroscopy

1 July, 2015 - 23:54

Org. Biomol. Chem., 2015, 13,7230-7235
DOI: 10.1039/C5OB00513B, PaperN. Lokesh, S. L. Sachin, L. V. Narendra, K. Arun, N. Suryaprakash
The study reports chiral sensing properties of RNA nucleosides. A three component derivitazation protocol has been adopted to differentiate chiral amines. All RNA nucleosides exhibit chiral sensing property.
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Current complexity: a tool for assessing the complexity of organic molecules

1 July, 2015 - 23:54

Org. Biomol. Chem., 2015, 13,7164-7176
DOI: 10.1039/C5OB00709G, PaperJun Li, Martin D. Eastgate
A new complexity index is described, leveraging crowd-sourced knowledge to assess a molecules complexity in the context of current technology.
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5[prime or minute]-Methylene-triazole-substituted-aminoribosyl uridines as MraY inhibitors: synthesis, biological evaluation and molecular modeling

1 July, 2015 - 23:54

Org. Biomol. Chem., 2015, 13,7193-7222
DOI: 10.1039/C5OB00707K, PaperMickael J. Fer, Ahmed Bouhss, Mariana Patrao, Laurent Le Corre, Nicolas Pietrancosta, Ana Amoroso, Bernard Joris, Dominique Mengin-Lecreulx, Sandrine Calvet-Vitale, Christine Gravier-Pelletier
The synthesis of 5[prime or minute]-methylene-[1,4]-triazole-substituted aminoribosyl uridines is described. Their biological evaluation was performed and rationalized by molecular modeling.
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Synergism between genome sequencing, tandem mass spectrometry and bio-inspired synthesis reveals insights into nocardioazine B biogenesis

1 July, 2015 - 23:54

Org. Biomol. Chem., 2015, 13,7177-7192
DOI: 10.1039/C5OB00537J, PaperNorah Alqahtani, Suheel K. Porwal, Elle D. James, Dana M. Bis, Jonathan A. Karty, Amy L. Lane, Rajesh Viswanathan
A noz gene cluster encoded by Nocardiopsis sp. CMB M0232 is presented, revealing the actinomycetes' unique indole methylating and prenylating patterns, leading to anticancer nocardioazine alkaloids.
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Organotellurium scaffolds for mass cytometry reagent development

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7027-7033
DOI: 10.1039/C5OB00593K, PaperHanuel Park, Landon J. Edgar, Matthew A. Lumba, Lisa M. Willis, Mark Nitz
Tellurophenes are promising biocompatible mass tags.
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Two-step one-pot synthesis of dihydropyrazinones as Xaa-Ser dipeptide isosteres through morpholine acetal rearrangement

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7013-7019
DOI: 10.1039/C5OB00783F, PaperElena Lenci, Riccardo Innocenti, Gloria Menchi, Cristina Faggi, Andrea Trabocchi
The synthesis of the uncommon dihydropyrazinone ring was accomplished by taking advantage of the ring rearrangement of N-acylated morpholine acetal derived from serine under acidic treatment and in the presence of 2,6-lutidine, resulting in a constrained Xaa-Ser dipeptide isostere.
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Reductive alkylation of active methylene compounds with carbonyl derivatives, calcium hydride and a heterogeneous catalyst

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7067-7075
DOI: 10.1039/C5OB00849B, PaperCarole Guyon, Marie-Christine Duclos, Marc Sutter, Estelle Metay, Marc Lemaire
A one-pot two-step reaction (Knoevenagel condensation - reduction of the double bond) has been developed using calcium hydride as a reductant in the presence of a supported noble metal catalyst.
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Double-headed nucleotides introducing thymine nucleobases in the major groove of nucleic acid duplexes

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,7040-7049
DOI: 10.1039/C5OB00872G, PaperMichael Dalager, Nicolai K. Andersen, Pawan Kumar, Poul Nielsen, Pawan K. Sharma
Four double-headed nucleotides are synthesized via Sonogashira and Suzuki couplings and introduced into nucleic acid duplexes.
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Base catalyzed synthesis of bicyclo[3.2.1]octane scaffolds

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,6940-6943
DOI: 10.1039/C5OB00933B, CommunicationRegis Boehringer, Philippe Geoffroy, Michel Miesch
A base-catalyzed and time controlled reaction of 1,3-cyclopentanediones tethered to activated olefins afforded in high yields either bicyclo[3.2.1]octane-6,8-dione or bicyclo[3.2.1]octane-6-carboxylate derivatives.
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An update on new methods to synthesize cyclotetrapeptides

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,6906-6921
DOI: 10.1039/C5OB00880H, Review ArticleLuis M. De Leon Rodriguez, Andreas J. Weidkamp, Margaret A. Brimble
This review provides an account of the reported methods used for the synthesis of cyclotetrapeptides.
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Copper-catalyzed efficient direct amidation of 2-methylquinolines with amines

29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, 13,6944-6948
DOI: 10.1039/C5OB00915D, CommunicationHao Xie, Yunfeng Liao, Shuqing Chen, Ya Chen, Guo-Jun Deng
A copper catalyzed efficient procedure for quinoline-2-carboxamides formation via direct amidation of 2-methylquinolines under oxygen is described.
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Discovery of novel Bcr-Abl inhibitors with diacylated piperazine as the flexible linker

27 June, 2015 - 22:54

Org. Biomol. Chem., 2015, 13,7050-7066
DOI: 10.1039/C5OB00430F, PaperXiaoyan Pan, Jinyun Dong, Yaling Shi, Ruili Shao, Fen Wei, Jinfeng Wang, Jie Zhang
Forty-two compounds with flexible diacylated piperazine linkers were designed, synthesized and evaluated as novel Bcr-Abl inhibitors.
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Synthesis of DNA fragments containing 2[prime or minute]-deoxy-4[prime or minute]-selenonucleoside units using DNA polymerases: comparison of dNTPs with O, S and Se at the 4[prime or minute]-position in replication

27 June, 2015 - 22:54

Org. Biomol. Chem., 2015, 13,6949-6952
DOI: 10.1039/C5OB00941C, CommunicationN. Tarashima, T. Sumitomo, H. Ando, K. Furukawa, T. Ishida, N. Minakawa
The first synthesis of 4[prime or minute]-selenoDNA was achieved using 4[prime or minute]-selenothymidine triphosphate by taking advantage of its bioequivalence against DNA polymerases.
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Tetrabutylammonium iodide-catalyzed oxidative coupling of enamides with sulfonylhydrazides: synthesis of [small beta]-keto-sulfones

27 June, 2015 - 22:54

Org. Biomol. Chem., 2015, 13,7084-7090
DOI: 10.1039/C5OB00742A, PaperYucai Tang, Ye Zhang, Kaifeng Wang, Xiaoqing Li, Xiangsheng Xu, Xiaohua Du
A novel synthetic route toward pharmaceutically interesting [small beta]-keto-sulfone derivatives via TBAI/TBHP-mediated oxidative coupling of readily prepared enamides with sulfonylhydrazides is described.
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Synthesis of N-vinylindoles through copper catalyzed cyclization reaction of N-(2-alkynylphenyl)imine

27 June, 2015 - 22:54

Org. Biomol. Chem., 2015, 13,6931-6934
DOI: 10.1039/C5OB00746A, CommunicationZhi-Qiang Wang, Xu Zhang, Lin-Tao Yu, Wu-Tao Mao, Chang-Zhong Chen, Kun Xu
A Cu(II)-catalyzed cyclization reaction of N-(2-alkynylphenyl)imine to synthesize substituted N-vinylindoles is developed.
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