Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Total synthesis and biological evaluation of the natural product (-)-cyclonerodiol, a new inhibitor of IL-4 signaling

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9707-9715
DOI: 10.1039/C4OB02021A, PaperJens Langhanki, Kristina Rudolph, Gerhard Erkel, Till Opatz
The sesquiterpene (-)-cyclonerodiol is a specific inhibitor of IL-4 induced STAT6 signaling and is readily available from (-)-linalool.
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Aryl-palladium-NHC complex: efficient phosphine-free catalyst precursors for the carbonylation of aryl iodides with amines or alkynes

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9702-9706
DOI: 10.1039/C4OB01878H, PaperChunyan Zhang, Jianhua Liu, Chungu Xia
A series of aryl-palladium-NHC compounds was prepared according to the reported methods and their catalytic activity in the carbonylation of aryl iodides to synthesize [small alpha]-keto amides and alkynones was examined.
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An efficient reagent for covalent introduction of alkynes into proteins

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9528-9531
DOI: 10.1039/C4OB01873G, CommunicationJie Zhang, Dejun Ma, Dawei Du, Zhen Xi, Long Yi
This work reports an efficient reagent for covalent introduction of alkynes into the surface of proteins and viruses under mild conditions.
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Silver(I)-catalyzed annulation for the regioselective synthesis of N-imino-[gamma]-carbolinium ylides from hydrazones of indole-3-carbonyl derivatives and propargylic alcohols

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9514-9518
DOI: 10.1039/C4OB02020K, CommunicationYu Zhu, Xin-Rui Shen, Hai-Tao Tang, Min Lin, Zhuang-Ping Zhan
A regioselective efficient synthetic approach to N-imino-[gamma]-carbolinium ylides via AgOTf-catalyzed iminoannulation from indole derivatives and propargylic alcohols has been developed.
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Silver-mediated oxidative vinylic C-H bond sulfenylation of enamides with disulfides

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9519-9523
DOI: 10.1039/C4OB01970A, CommunicationLuo Yang, Qing Wen, Fuhong Xiao, Guo-Jun Deng
A silver-mediated oxidative vinylic C-H bond sulfenylation of enamides was developed. This method is compatible with diaryl and dialkyl disulfides to deliver the biologically precious chalcogenated olefins efficiently. A plausible non-chain radical mechanism was proposed for understanding this novel sulfenylation based on the mechanistic studies.
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Synthesis and biological evaluation of (-)-kainic acid analogues as phospholipase D-coupled metabotropic glutamate receptor ligands

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9638-9643
DOI: 10.1039/C4OB02002B, PaperChiara Zanato, Sonia Watson, Guy S. Bewick, William T. A. Harrison, Matteo Zanda
A "click" 4-(1,2,3-triazolyl)-kainate derivative and its biotinylated version potently increase stretch-induced afferent firing in muscle spindles, probably acting through a hitherto uncloned phospholipase D (PLD)-coupled mGlu receptor.
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An efficient continuous flow approach to furnish furan-based biaryls

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9562-9571
DOI: 10.1039/C4OB01641F, PaperTrieu N. Trinh, Lacey Hizartzidis, Andrew J. S. Lin, David G. Harman, Adam McCluskey, Christopher P. Gordon
Suzuki cross-couplings of 5-formyl-2-furanylboronic acid with activated or neutral aryl bromides were performed under continuous flow conditions in the presence of (Bu)4N+F- and the immobilised t-butyl based palladium catalyst CatCart[trade mark sign] FC1032[trade mark sign].
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Intramolecular redox reaction for the synthesis of N-aryl pyrroles catalyzed by Lewis acids

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9716-9719
DOI: 10.1039/C4OB02009J, PaperHong-Jin Du, Le Zhen, Xiaoan Wen, Qing-Long Xu, Hongbin Sun
An efficient approach to synthesize N-aryl pyrroles via Lewis acid-mediated 1,5-hydride shift and isomerization of 2-(3-pyrroline-1-yl)arylaldehydes has been achieved in up to 89% yield.
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An AIE active Y-shaped diimidazolylbenzene: aggregation and disaggregation for Cd2+ and Fe3+ sensing in aqueous solution

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9524-9527
DOI: 10.1039/C4OB01635A, CommunicationChengming Li, Chao Gao, Jingbo Lan, Jingsong You, Ge Gao
A simple Y-shaped dimb with AIE properties exhibited fluorescence turn-on by Cd2+ induced aggregation and fluorescence turn-off by Fe3+ induced disaggregation.
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A Simple and Robust Preparation of N-Acetylindoxyls: Precursors for Indigogenic Substrates

17 November, 2014 - 15:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02248C, PaperMichael N Gandy, Lindsay Byrne, Keith A Stubbs
A generalised, simple and efficient synthesis of N-acetyl-5-bromo-4-chloroindoxyl and related analogues required for the synthesis of indigogenic substrates to probe for biological activities is reported. The method is both synthetically...
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1,4 Addition of Unprotected-Pyrrole onto Chiral Acrylamides: Toward Synthesis of new Polypeptidic Architectures

17 November, 2014 - 15:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01920B, PaperBouzbouz Samir, Alexandre Gratais, Xavier Pannecoucke
A diversity of new functionalized acyclic chiral pyrroloamide compounds were synthesized by a simple and robust process involving the creation of a C-C bond between unprotected pyrroles and acyclic chiral...
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Design and synthesis of fluorescent 7-deazaadenosine nucleosides containing [small pi]-extended diarylacetylene motifs

17 November, 2014 - 15:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02081B, CommunicationSara De Ornellas, John M. Slattery, Robert M. Edkins, Andrew Beeby, Christoph G. Baumann, Ian J. S. Fairlamb
A novel series of C-modified [small pi]-extended 7-deazaadenosines exhibit promising fluorescence properties.
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Synthesis of functionalized 2-salicyloylfurans, furo[3,2-b]chromen-9-ones and 2-benzoyl-8H-thieno[2,3-b]indoles by one-pot cyclizations of 3-halochromones with [small beta]-ketoamides and 1,3-dihydroindole-2-thiones

17 November, 2014 - 15:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB01730G, PaperIryna Savych, Tim Glasel, Alexander Villinger, Vyacheslav Ya. Sosnovskikh, Viktor O. Iaroshenko, Peter Langer
Domino reactions of 3-halochromones with [small beta]-ketoamides and 1,3-dihydroindole-2-thiones provided a convenient approach to various heterocyclic systems.
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Rhodium(II)-catalyzed intramolecular formal [4 + 3] cycloadditions of dienyltriazoles: rapid access to fused 2,5-dihydroazepines

17 November, 2014 - 15:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB01910E, PaperYu Tian, Yuanhao Wang, Hai Shang, Xudong Xu, Yefeng Tang
Rh(II)-catalyzed intramolecular formal [4 + 3] cycloadditions of dienyltriazoles have been developed, which enable the efficient synthesis of various fused 2,5-dihydroazepines.
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A highly efficient and eco-friendly method for the synthesis of 1,3-indandione ring-fused 3-oxindoles bearing two contiguous quaternary stereocenters via an aldol reaction in aqueous media

17 November, 2014 - 15:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02103G, PaperXiong-Li Liu, Bo-Wen Pan, Wen-Hui Zhang, Chao Yang, Jun Yang, Yang Shi, Ting-Ting Feng, Ying Zhou, Wei-Cheng Yuan
The synthesis and antitumor activity evaluation of 1,3-indandione ring-fused 3-oxindoles.
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Structural insight into the aggregation of L-prolyl dipeptides and its effect on organocatalytic performance

17 November, 2014 - 15:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02003K, PaperCristina Berdugo, Beatriu Escuder, Juan F. Miravet
NMR and organocatalytic studies of four dipeptides derived from L-proline are described.
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Exploiting the narrow gap of rearrangement between the substituents in the vicinal disubstitution reactions of diaryliodonium salts with pyridine N-sulfonamidates

17 November, 2014 - 15:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB01744G, PaperYong Wang, Ming Li, Lirong Wen, Peng Jing, Xiang Su, Chao Chen
The vicinal disubstitution reactions of diaryliodonium salts with pyridine N-sulfonamidates were studied fully to give o-pyridinium anilines.
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Novel synthesis of 5-methyl-5,10-dihydroindolo[3,2-b]indoles by Pd-catalyzed C-C and two-fold C-N coupling reactions

17 November, 2014 - 15:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB01723D, PaperTran Quang Hung, Soren Hancker, Alexander Villinger, Stefan Lochbrunner, Tuan Thanh Dang, Aleksej Friedrich, Wolfgang Breitsprecher, Peter Langer
A series of 5,10-dihydroindolo[3,2-b]indoles was successfully prepared by an efficient two-step strategy.
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Preparation of cycloheptane ring by nucleophilic cyclopropanation of 1,2-diketones with bis(iodozincio)methane

17 November, 2014 - 15:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB01474J, PaperRyosuke Haraguchi, Yoshiaki Takada, Seijiro Matsubara
The nucleophlic cyclopropanation of hexa-1,5-diene-3,4-diones with bis(iodozincio)methane afforded the Zn alkoxides of cyclohepta-2,7-diene-1,2-diols stereospecifically via Zn alkoxides of cis-dialkenylcyclopropane-1,2-diols.
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Computational study on the intramolecular self-organization of the macrorings of some 'giant' cyclodextrins (CDn, n = 40, 70, 85, 100)

17 November, 2014 - 15:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02218A, PaperPetko Ivanov, Emanouil Jordanov Atanassov, Carlos Jaime
The conformations of some 'giant' cyclodextrins (CDn, n = 40, 70, 85, 100) were examined by molecular dynamic simulations using the Glycam06 force field. CD14 and CD26, the largest cyclodextrins...
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