Org. and Biomol. Chem.

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A computational study of the activation of allenoates by Lewis bases and the reactivity of intermediate adducts

18 August, 2014 - 17:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01177E, PaperGou-Tao Huang, Timm Lankau, Chin-Hui Yu
Several chemical properties of Lewis base-allenoate adducts (LB[middle dot]allenoate), such as solvent effect, basicity, nucleophilicity and cycloaddition, are studied to provide a detailed foundation for the analysis of LB-catalyzed reactions of allenoates.
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Efficient Cobalt-Catalyzed C-N Cross-Coupling Reaction between Benzamide and Aryl Iodide in Water

18 August, 2014 - 17:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01483A, CommunicationYong Hao Tan, Yong Chua Teo
A practical and efficient strategy for the N-arylation of benzamide catalysed by a Co(C2O4).2H2O/dmeda system in water is reported. Under the optimized conditions, a wide variety of N-arylated products were...
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A hydrazide-anchored dendron scaffold for chemoselective ligation strategies

18 August, 2014 - 17:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00870G, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Liz O'Donovan, Paul A. De Bank
We report the design and synthesis of a dendron scaffold, enabling the chemoselective decoration of target molecules with multiple copies of functional species, such as peptides, via a hydrazone bond.
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Total syntheses and structural validation of lincitol A, lincitol B, uvacalol I, uvacalol J, and uvacalol K

18 August, 2014 - 17:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01329H, PaperSoumik Mondal, Kana M. Sureshan
First total syntheses of lincitol A, lincitol B, uvacalol I, uvacalol J and uvacalol K were achieved in racemic form, validating their structure from a common intermediate, which was synthesized in six steps from low-cost and extensively available myo-inositol.
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Highly efficient synthesis of a tristable molecular shuttle and its controlled motion under chemical stimuli

18 August, 2014 - 17:54

Org. Biomol. Chem., 2014, 12,6937-6943
DOI: 10.1039/C4OB01283F, PaperZheng Meng, Chuan-Feng Chen
A tristable molecular shuttle could be efficiently synthesized in 76% yield by exploiting a K+ ion template and a bulky isocyanate stopper.
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Monopyrrolotetrathiafulvalene-succinamide conjugates and their TCNQ charge transfer complex based supramolecular gels with multiple stimulus responsiveness

18 August, 2014 - 17:54

Org. Biomol. Chem., 2014, 12,6927-6936
DOI: 10.1039/C4OB01397B, PaperYucun Liu, Ningjuan Zheng, Tie Chen, Longyi Jin, Bingzhu Yin
Monopyrrolotetrathiafulvalene-succinamide conjugates and their TCNQ charge transfer (CT) complexes have been developed as LMOGs. The native gels and CT complex gels exhibit smart multiple stimulus responsiveness.
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A one-pot synthetic strategy for construction of the dibenzodiazepine skeleton via a transition metal-free process

18 August, 2014 - 17:54

Org. Biomol. Chem., 2014, 12,6895-6900
DOI: 10.1039/C4OB00871E, PaperShuai Fang, Xiaoyi Niu, Zeyuan Zhang, Yan Sun, Xiaomeng Si, Cuicui Shan, Lei Wei, Aiqing Xu, Lei Feng, Chen Ma
A one-pot transition metal-free methodology for constructing pharmacologically active dibenzodiazepine derivatives was developed.
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Recent advances in heterobimetallic palladium(II)/copper(II) catalyzed domino difunctionalization of carbon-carbon multiple bonds

18 August, 2014 - 17:54

Org. Biomol. Chem., 2014, 12,6767-6789
DOI: 10.1039/C4OB00610K, Review ArticleEgle M. Beccalli, Gianluigi Broggini, Silvia Gazzola, Alberto Mazza
The Pd(II)/Cu(II)-catalysed double functionalization of carbon-carbon multiple bonds in domino processes has emerged in recent years as a fruitful tool for the rapid synthesis of complex molecular scaffolds.
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A self-replicating peptide nucleic acid

18 August, 2014 - 17:54

Org. Biomol. Chem., 2014, 12,6908-6914
DOI: 10.1039/C4OB01168F, PaperTobias A. Ploger, Gunter von Kiedrowski
This paper presents evidence for self-replication in a most basic PNA molecular network and provides an explanation for the underlying kinetics.
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Formal synthesis of (+)-3-epi-eupomatilone-6 and the 3,5-bis-epimer

18 August, 2014 - 17:54

Org. Biomol. Chem., 2014, 12,6885-6894
DOI: 10.1039/C4OB01078G, PaperSariya Yodwaree, Darunee Soorukram, Chutima Kuhakarn, Patoomratana Tuchinda, Vichai Reutrakul, Manat Pohmakotr
The formal synthesis of (+)-3-epi-eupomatilone-6 and the 3,5-bis-epimer has been accomplished using stereoselective conjugate addition of vinylmagnesium chloride to a chiral [small alpha],[small beta]-unsaturated N-acyl oxazolidinone followed by [small alpha]-methylation as the key steps.
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Ligand-free MCR for linking quinoxaline framework with a benzimidazole nucleus: a new strategy for the identification of novel hybrid molecules as potential inducers of apoptosis

18 August, 2014 - 17:54

Org. Biomol. Chem., 2014, 12,6800-6805
DOI: 10.1039/C4OB01268B, CommunicationRajnikanth Sunke, P. Vijaya Babu, Swapna Yellanki, Raghavender Medishetti, Pushkar Kulkarni, Manojit Pal
A Cu-catalyzed MCR afforded novel hybrid molecules as potential inducers of apoptosis in zebrafish.
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An enzymatic approach to bifunctional chelating agents

18 August, 2014 - 17:54

Org. Biomol. Chem., 2014, 12,6915-6921
DOI: 10.1039/C4OB00810C, PaperPaolo Minazzi, Luciano Lattuada, Ivan G. Menegotto, Giovanni B. Giovenzana
Three novel BFCAs are obtained through an original protocol involving an enzymatic hydrolysis as the key step.
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Highly selective fluorescence off-on probes for biothiols and imaging in live cells

18 August, 2014 - 17:54

Org. Biomol. Chem., 2014, 12,6837-6841
DOI: 10.1039/C4OB01031K, PaperDi Zhang, Wei Chen, Jianming Kang, Yong Ye, Yufen Zhao, Ming Xian
Three sulfonyl benzothiazole-based fluorescence off-on probes for biothiols are developed and applied for visualizing endogenous thiols in living cells.
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Design, synthesis and biological evaluation of bicyclic iminosugar hybrids: conformational constraint as an effective tool for tailoring the selectivity of [small alpha]-glucosidase inhibitors

18 August, 2014 - 17:54

Org. Biomol. Chem., 2014, 12,6855-6868
DOI: 10.1039/C4OB00486H, PaperInderpreet Arora, Vivek Kr. Kashyap, Alok Kumar Singh, Arunava Dasgupta, Brijesh Kumar, Arun K. Shaw
Selective inhibition by conformational restriction of pyrrolidine iminosugars. Click conceived pyrrolidotriazoles incorporate essential features to access the mimicry of the transition state of carbohydrate processing enzymes.
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Scandium-catalyzed tandem selective oxirane ring-opening/Friedel-Crafts alkylation: a facile access to [1,4]oxazino[4,3-a]indoles and 3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazines

18 August, 2014 - 17:54

Org. Biomol. Chem., 2014, 12,6869-6877
DOI: 10.1039/C4OB01057D, PaperLai Wei, Lu Liu, Junliang Zhang
An efficient Lewis acid-catalyzed tandem selective ring-opening and Friedel-Crafts alkylation of 1H-indol-1-yl derived oxiranes was developed.
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Copper-catalysed direct radical alkenylation of alkyl bromides

18 August, 2014 - 17:54

Org. Biomol. Chem., 2014, 12,6790-6793
DOI: 10.1039/C4OB00813H, CommunicationXu Zhang, Hong Yi, Zhixiong Liao, Guoting Zhang, Chao Fan, Chu Qin, Jie Liu, Aiwen Lei
A copper-catalysed direct radical alkenylation of benzyl bromides and [small alpha]-carbonyl alkyl bromides has been developed. Compared with recent radical alkenylations which mostly focused on secondary or tertiary alkyl halides, this transformation shows good reactivity towards primary alkyl halides and tertiary/secondary alkyl halides are also tolerated.
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Facile synthesis of 5H-benzo[b]carbazol-6-yl ketones via sequential reaction of Cu-catalyzed Friedel-Crafts alkylation, iodine-promoted cyclization, nucleophilic substitution and aromatization

18 August, 2014 - 17:54

Org. Biomol. Chem., 2014, 12,6806-6811
DOI: 10.1039/C4OB00815D, CommunicationJing Wu, Dongping Wang, Haolong Wang, Fan Wu, Xincheng Li, Boshun Wan
A convenient method to access 5H-benzo[b]carbazol-6-yl ketones from indoles and 2-(2-(alkynyl)benzylidene)malonates has been developed.
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A tryptophan responsive fluorescent and wettable dual-signal switch

18 August, 2014 - 17:54

Org. Biomol. Chem., 2014, 12,6824-6830
DOI: 10.1039/C4OB00792A, PaperXiaoyan Zhang, Jing Li, Ningmei Feng, Li Luo, Zhen Dai, Li Yang, Demei Tian, Haibing Li
A new fluorescent dianthracene calix[4]arene (C4DA) was designed and synthesized via coupling the fluorescent anthracene units and calix[4]arene units.
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Rhodium(III)-catalyzed regioselective C2-amidation of indoles with N-(2,4,6-trichlorobenzoyloxy)amides and its synthetic application to the development of a novel potential PPAR[gamma] modulator

18 August, 2014 - 17:54

Org. Biomol. Chem., 2014, 12,6831-6836
DOI: 10.1039/C4OB00637B, PaperJingjing Shi, Guanguan Zhao, Xiaowei Wang, H. Eric Xu, Wei Yi
Here an efficient rhodium(III)-catalyzed C2-amidation of indoles and its synthetic application to a new PPAR[gamma] modulator have been developed.
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The transition-metal-catalyst-free oxidative homocoupling of organomanganese reagents prepared by the insertion of magnesium into organic halides in the presence of MnCl2[round bullet, filled]2LiCl

18 August, 2014 - 17:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01235F, PaperZhihua peng, Na Li, Xinyang Sun, Fang Wang, Lanjian Xu, Cuiyu Jiang, Song Linhua, Zi-Feng Yan
Oranomanganese reagents were prepared by the insertion of magnesium into aryl halides in the presence of MnCl2[round bullet, filled]2LiCl. These organomanganese reagents smoothly undergo 1,2-addition, acylation, and Pd-catalyzed cross-coupling with various electrophiles....
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