Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Synthesis of o-chlorophenols via an unexpected nucleophilic chlorination of quinone monoketals mediated by N,N[prime or minute]-dimethylhydrazine dihydrochloride

21 April, 2014 - 12:17

Org. Biomol. Chem., 2014, 12,2854-2858
DOI: 10.1039/C4OB00391H, CommunicationZhiwei Yin, Jinzhu Zhang, Jing Wu, Riana Green, Sihan Li, Shengping Zheng
Synthesis of o-chlorophenols via an unexpected nucleophilic chlorination of quinone monoketals mediated by N,N[prime or minute]-dimethylhydrazine dihydrochloride has been demonstrated.
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A new approach towards the synthesis of pseudaminic acid analogues

21 April, 2014 - 12:17

Org. Biomol. Chem., 2014, 12,2918-2925
DOI: 10.1039/C3OB42491J, PaperMatthew Zunk, James Williams, James Carter, Milton J. Kiefel
This paper describes a novel and efficient approach to the synthesis of pseudaminic acid analogues starting from N-acetylneuraminic acid.
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The battle for the "green" polymer. Different approaches for biopolymer synthesis: bioadvantaged vs. bioreplacement

21 April, 2014 - 12:17

Org. Biomol. Chem., 2014, 12,2834-2849
DOI: 10.1039/C3OB42339E, Review ArticleNacu Hernandez, R. Christopher Williams, Eric W. Cochran
In this perspective we compare and contrast two distinct approaches to the economical realization of biomaterials.
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Synthesis and biological activity of novel bis-indole inhibitors of bacterial transcription initiation complex formation

21 April, 2014 - 12:17

Org. Biomol. Chem., 2014, 12,2882-2894
DOI: 10.1039/C4OB00460D, PaperMarcin Mielczarek, Ruth V. Devakaram, Cong Ma, Xiao Yang, Hakan Kandemir, Bambang Purwono, David StC. Black, Renate Griffith, Peter J. Lewis, Naresh Kumar
The synthesis of novel bis-indole amides and glyoxylamides as bacterial transcription complex formation inhibitors and their structure-activity relationships are discussed.
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KOAc-promoted alkynylation of [small alpha]-C-H bonds of ethers with alkynyl bromides under transition-metal-free conditions

21 April, 2014 - 12:17

Org. Biomol. Chem., 2014, 12,2969-2978
DOI: 10.1039/C4OB00002A, PaperJiajun Zhang, Pinhua Li, Lei Wang
KOAc-promoted [small alpha]-position C-H activation and alkynylation of ethers with alkynyl bromides to 2-alkynyl ethers was developed under transition-metal-free conditions.
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Tailoring fluorescent strigolactones for in vivo investigations: a computational and experimental study

21 April, 2014 - 12:17

Org. Biomol. Chem., 2014, 12,2960-2968
DOI: 10.1039/C3OB42592D, PaperCristina Prandi, Giovanni Ghigo, Ernesto G. Occhiato, Dina Scarpi, Stefano Begliomini, Beatrice Lace, Gabriele Alberto, Emma Artuso, Marco Blangetti
Fluorescent strigolactones have been designed and synthesized to fit bioimaging requirements.
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A unified strategy for the synthesis of the C1-C14 fragment of marinolic acids, mupirocins, pseudomonic acids and thiomarinols: total synthesis of pseudomonic acid methyl monate C

21 April, 2014 - 12:17

Org. Biomol. Chem., 2014, 12,2950-2959
DOI: 10.1039/C4OB00025K, PaperY. Sridhar, P. Srihari
A flexible stereoselective approach to the common C1-C14 skeleton present in natural products of the pseudomonic acid family is described.
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Amplification by nucleic acid-templated reactions

21 April, 2014 - 12:17

Org. Biomol. Chem., 2014, 12,2821-2833
DOI: 10.1039/C4OB00096J, Review ArticleJulia Michaelis, Alexander Roloff, Oliver Seitz
Nucleic acid-templated reactions that proceed with turnover provide a means for signal amplification, which facilitates the use and detection of biologically occurring DNA/RNA molecules.
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Palladium-catalyzed air-based oxidative coupling of arylboronic acids with H-phosphine oxides leading to aryl phosphine oxides

21 April, 2014 - 12:17

Org. Biomol. Chem., 2014, 12,2895-2902
DOI: 10.1039/C3OB42470G, PaperTingting Fu, Hongwei Qiao, Zhimin Peng, Gaobo Hu, Xueji Wu, Yuxing Gao, Yufen Zhao
Various valuable aryl phosphine oxides were effectively prepared via the palladium-catalyzed coupling of arylboronic acids with H-phosphine oxides.
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Triptycene-derived macrotricyclic polyether containing an anthracene unit as a powerful host for 1,2-bis(pyridium)ethane, diquat and 2,7-diazapyrenium salt

21 April, 2014 - 12:17

Org. Biomol. Chem., 2014, 12,2850-2853
DOI: 10.1039/C4OB00310A, CommunicationYa-Kun Gu, Fei Zeng, Zheng Meng, Chuan-Feng Chen
Triptycene-derived macrotricyclic polyether containing an anthracene unit was shown to be a powerful host for 1,2-bis(pyridium)ethane, diquat and 2,7-diazapyrenium salt.
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A Pd-based regioselective strategy to indole-1,2-fused 8- and 9-membered rings: their evaluation as potential scaffolds for apoptosis in zebrafish

21 April, 2014 - 12:17

Org. Biomol. Chem., 2014, 12,2864-2868
DOI: 10.1039/C4OB00140K, CommunicationBagineni Prasad, B. Yogi Sreenivas, Araka Sushma, Swapna Yellanki, Raghavender Medisetti, Pushkar Kulkarni, Manojit Pal
A Pd-based strategy afforded novel indoles as potential scaffolds for apoptosis.
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Cation[small pi] interaction and microhydration effects in complexes formed by pyrrolidinium cation and aromatic species in amino acid side chains

17 April, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,2938-2949
DOI: 10.1039/C3OB42388C, PaperAna A. Rodriguez-Sanz, Enrique M. Cabaleiro-Lago, Jesus Rodriguez-Otero
Microhydration deeply affects the characteristics of pyrrolidinium cation complexes with aromatic units found in amino acid side chains.
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Copper-mediated trifluoromethylation of propargyl acetates leading to trifluoromethyl-allenes

17 April, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,2903-2906
DOI: 10.1039/C3OB42575D, PaperYun-Long Ji, Jun-Jie Kong, Jin-Hong Lin, Ji-Chang Xiao, Yu-Cheng Gu
A copper-promoted trifluoromethylation of propargyl acetates with S-(trifluoromethyl)diphenylsulfonium triflate leading to trifluoromethyl-allenes under mild conditions is described.
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Quadrupolar, emission-tunable [small pi]-expanded 1,4-dihydropyrrolo[3,2-b]pyrroles - synthesis and optical properties

17 April, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,2874-2881
DOI: 10.1039/C4OB00143E, PaperAnita Janiga, Dominika Bednarska, Bjarne Thorsted, Jonathan Brewer, Daniel T. Gryko
A-D-A chromophores containing pyrrolo[3,2-b]pyrrole, as a central donor moiety, display blue, turquoise, yellow and orange fluorescence, depending on the strength of the electron-withdrawing substituent.
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A general synthetic strategy and the anti-proliferation properties on prostate cancer cell lines for natural phenylethanoid glycosides

17 April, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,2926-2937
DOI: 10.1039/C3OB42503G, PaperShaheen K. Mulani, Jih-Hwa Guh, Kwok-Kong Tony Mong
The total synthesis of natural glycosides for the anti-proliferation of cancer cell lines.
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Complexity generation by chemical synthesis: a five-step synthesis of (-)-chaetominine from L-tryptophan and its biosynthetic implications

17 April, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,2859-2863
DOI: 10.1039/C4OB00314D, CommunicationChu-Pei Xu, Shi-Peng Luo, Ai-E Wang, Pei-Qiang Huang
We demonstrated, for the first time, that the hexacyclic peptidyl alkaloid (-)-chaetominine (1) can be synthesized in a straightforward manner from L-Trp, which could be helpful in understanding the biosynthetic pathway of (-)-chaetominine (1).
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Gold-catalysed cyclisation of N-propargylic [small beta]-enaminones to form 3-methylene-1-pyrroline derivatives

17 April, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,2869-2873
DOI: 10.1039/C3OB42513D, CommunicationKommuru Goutham, N. S. V. M. Rao Mangina, Surisetti Suresh, Pallepogu Raghavaiah, Galla V. Karunakar
A gold(I) catalysed reaction between N-propargylic [small beta]-enaminones and arynes was developed to access 3-methylene-1-pyrrolines. The title compounds were obtained in 57-78% yields.
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Evaluating N-benzylgalactonoamidines as putative transition state analogs for [small beta]-galactoside hydrolysis

15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,2792-2800
DOI: 10.1039/C4OB00153B, PaperQiu-Hua Fan, Susanne Striegler, Rebekah G. Langston, James D. Barnett
The kinetic evaluation of several N-benzylgalactonoamidines identified p-methylbenzylgalactonoamidine as a putative transition state analog for the enzymatic hydrolysis of [small beta]-galactopyranosides by [small beta]-galactosidase (A. oryzae).
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Regioisomeric allene dimer formation by the reaction of tetraarylbutatrienes with tetracyanoethene

15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,2784-2791
DOI: 10.1039/C3OB42574F, PaperShoko Ueta, Kazuo Hida, Masaki Nishiuchi, Yasuhiko Kawamura
Title reactions formed head-to-tail unsymmetrically substituted diarylallene dimers possessing four cyano groups in appreciably high yield at room temperature.
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Total synthesis of monosporascone and dihydromonosporascone

15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,2801-2810
DOI: 10.1039/C4OB00331D, PaperKathryn A. Punch, Matthew J. Piggott
The first synthesis of monosporascone has been achieved in five steps and 57% overall yield.
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