Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Catalyst-free tandem Michael addition/decarboxylation of (thio)coumarin-3-carboxylic acids with indoles: facile synthesis of indole-3-substituted 3,4-dihydro(thio)coumarins

24 March, 2014 - 05:17

Org. Biomol. Chem., 2014, 12,2185-2188
DOI: 10.1039/C3OB42582G, CommunicationZhuzhou Shao, Lubin Xu, Liang Wang, Hongtao Wei, Jian Xiao
The tandem Michael addition/decarboxylation of (thio)-coumarin-3-carboxylic acids with indoles gives biologically important indole-3-substituted dihydrocoumarins in good to excellent yields under catalyst-free conditions.
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Targeted delivery of pharmacological chaperones for Gaucher disease to macrophages by a mannosylated cyclodextrin carrier

24 March, 2014 - 05:17

Org. Biomol. Chem., 2014, 12,2289-2301
DOI: 10.1039/C3OB42530D, PaperJulio Rodriguez-Lavado, Mario de la Mata, Jose L. Jimenez-Blanco, M. Isabel Garcia-Moreno, Juan M. Benito, Antonio Diaz-Quintana, Jose A. Sanchez-Alcazar, Katsumi Higaki, Eiji Nanba, Kousaku Ohno, Yoshiyuki Suzuki, Carmen Ortiz Mellet, Jose M. Garcia Fernandez
Efficient delivery of pharmacological chaperones for Gaucher disease to macrophages has been achieved.
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Design, synthesis and properties of artificial nucleic acids from (R)-4-amino-butane-1,3-diol

24 March, 2014 - 05:17

Org. Biomol. Chem., 2014, 12,2263-2272
DOI: 10.1039/C3OB42291G, PaperPengfei Li, Jingjing Sun, Meng Su, Xiaogai Yang, Xinjing Tang
A new artificial nucleic acid analogue with (R)-4-amino-butane-1,3-diol as the scaffold was developed.
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The mechanism of the NHC catalyzed aza-Morita-Baylis-Hillman reaction: insights into a new substrate-catalyzed bimolecular pathway

24 March, 2014 - 05:17

Org. Biomol. Chem., 2014, 12,2176-2179
DOI: 10.1039/C3OB42273A, CommunicationPritha Verma, Pragya Verma, Raghavan B. Sunoj
The first mechanistic study on the NHC-catalyzed aza-MBH reaction between cyclopentenone and N-mesylbenzaldimine using density functional theory reveals that a bimolecular mechanism, involving two molecules of benzaldimine in the proton transfer, is energetically more preferred over the conventional direct proton transfer.
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Fluorometric sensing of Hg2+ ions in aqueous medium by nano-aggregates of a tripodal receptor

24 March, 2014 - 05:17

Org. Biomol. Chem., 2014, 12,2302-2309
DOI: 10.1039/C3OB42200C, PaperAjnesh Singh, Simanpreet Kaur, Narinder Singh, Navneet Kaur
Two new tripodal receptors (1-2) have been synthesized and characterized by various spectroscopic techniques.
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Reactions of enantiopure cyclic diols with sulfuryl chloride

18 March, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,2128-2136
DOI: 10.1039/C4OB00042K, PaperDerek R. Boyd, Narain D. Sharma, Magdalena Kaik, Peter B. A. M c Intyre, John F. Malone, Paul J. Stevenson
Monocyclic allylic cis-1,2-diols on reaction with sulfuryl chloride can either give the trans-2-chloro-1-sulfochloridates or the cyclic sulfates depending on the reaction conditions. The former compounds can be hydrolysed to trans-1,2 chlorohydrins.
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New glucuronic acid donors for the modular synthesis of heparan sulfate oligosaccharides

18 March, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,2087-2098
DOI: 10.1039/C3OB42312C, PaperOmkar P. Dhamale, Chengli Zong, Kanar Al-Mafraji, Geert-Jan Boons
A streamlined approach has been developed for the preparation of modular disaccharide building blocks for the assembly of libraries of HS oligosaccharides that avoids postglycosylation oxidation.
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Carboxy-directed asymmetric hydrogenation of [small alpha]-alkyl-[small alpha]-aryl terminal olefins: highly enantioselective and chemoselective access to a chiral benzylmethyl center

18 March, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,2049-2052
DOI: 10.1039/C4OB00018H, CommunicationShuang Yang, Shou-Fei Zhu, Na Guo, Song Song, Qi-Lin Zhou
A carboxy-directed highly enantioselective and chemoselective hydrogenation of [small alpha]-alkyl-[small alpha]-aryl terminal olefins was developed by using chiral spiro iridium catalysts.
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Concise and scalable asymmetric synthesis of 5-(1-amino-2,2,2-trifluoroethyl)thiazolo[3,2-b][1,2,4]triazoles

18 March, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,2108-2113
DOI: 10.1039/C3OB42348D, PaperHaibo Mei, Yiwen Xiong, Chen Xie, Vadim A. Soloshonok, Jianlin Han, Yi Pan
An asymmetric Mannich-type reaction between lithium-derived imidazo[2,1-b]thiazoles and CF3-sulfinylimine was reported with good yields and excellent diastereoselectivity (>98 : 2 dr).
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A fluorescent off-on NBD-probe for F- sensing: theoretical validation and experimental studies

18 March, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,2143-2149
DOI: 10.1039/C3OB41886C, PaperArundhati Roy, Avdhoot Datar, Dnyaneshwar Kand, Tanmoy Saha, Pinaki Talukdar
A NBD fluorophore-based probe for F- sensing is reported. Off-on response of the probe was premeditated using theoretical calculations. The probe displayed a response time of 80 minutes and 110-fold turn-on green fluorescence. Intracellular F- sensing was demonstrated by live-cell imaging.
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Encapsulation and selectivity of sulfate with a furan-based hexaazamacrocyclic receptor in water

18 March, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,2045-2048
DOI: 10.1039/C4OB00116H, CommunicationMd Mhahabubur Rhaman, Lucky Ahmed, Jing Wang, Douglas R. Powell, Jerzy Leszczynski, Md. Alamgir Hossain
A furan-based hexaazamacrocycle encapsulates a sulfate anion in its cavity showing strong affinity and selectivity for sulfate in water.
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Iridium-catalyzed ortho-C-H borylation of aromatic aldimines derived from pentafluoroaniline with bis(pinacolate)diboron

18 March, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,2041-2044
DOI: 10.1039/C3OB42497A, CommunicationIkuo Sasaki, Tatsunosuke Amou, Hajime Ito, Tatsuo Ishiyama
The development of an Ir-catalyzed ortho-C-H borylation of aromatic aldimines derived from pentafluoroaniline is reported.
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Direct sp3 C-H acroleination of N-aryl-tetrahydroisoquinolines by merging photoredox catalysis with nucleophilic catalysis

18 March, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,2037-2040
DOI: 10.1039/C3OB42453G, CommunicationZhu-Jia Feng, Jun Xuan, Xu-Dong Xia, Wei Ding, Wei Guo, Jia-Rong Chen, You-Quan Zou, Liang-Qiu Lu, Wen-Jing Xiao
Sequence catalysis merging photoredox catalysis (PC) and nucleophilic catalysis (NC) has been realized for the direct sp3 C-H acroleination of N-aryl-tetrahydroisoquinoline (THIQ), affording products in 50-91% yields.
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Fluorescent probes for detecting monoamine oxidase activity and cell imaging

18 March, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,2033-2036
DOI: 10.1039/C3OB42326C, CommunicationXuefeng Li, Huatang Zhang, Yusheng Xie, Yi Hu, Hongyan Sun, Qing Zhu
A series of new fluorogenic probes for monoamine oxidases (MAOs) were reported based on an oxidation and [small beta]-elimination mechanism. The limit of detection of the probes was determined to be 3.5 [small mu ]g mL-1. These probes displayed strong activity towards MAOs, especially MAO-B. Cellular imaging studies were also successfully conducted with MCF-7 cells.
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Highly facile and regio-selective synthesis of pyrazolo[1,5-a]pyrimidines via reactions of 1,2-allenic ketones with aminopyrazoles

18 March, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,2099-2107
DOI: 10.1039/C3OB42445F, PaperXinying Zhang, Yunping Song, Lin Gao, Xiaojie Guo, Xuesen Fan
An efficient and regio-selective synthesis of pyrazolo[1,5-a]pyrimidines through reactions of 1,2-allenic ketones with aminopyrazoles has been developed.
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Biomimetic aerobic oxidative hydroxylation of arylboronic acids to phenols catalysed by a flavin derivative

18 March, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,2137-2142
DOI: 10.1039/C3OB42081G, PaperHana Kotoucova, Iveta Strnadova, Martina Kovandova, Josef Chudoba, Hana Dvorakova, Radek Cibulka
New application of flavin catalysts: activation of oxygen for hydroxylation of boronic acids.
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Platinum-catalyzed anti-stereocontrolled ring-opening of oxabicyclic alkenes with Grignard reagents

18 March, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,2080-2086
DOI: 10.1039/C3OB42199F, PaperDingqiao Yang, Ni Liang
A new platinum-catalyzed anti-stereocontrolled ring-opening of oxabicyclic alkenes with various Grignard reagents was reported. The effects of catalyst loading, solvent and temperature on the yield were also investigated. Furthermore, the trans-configuration of the product 5i was confirmed by X-ray diffraction analysis.
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A novel methodology for synthesis of dihydropyrazole derivatives as potential anticancer agents

18 March, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,2028-2032
DOI: 10.1039/C3OB42432D, CommunicationXu Wang, Ying-ming Pan, Xiao-chao Huang, Zhong-yuan Mao, Heng-shan Wang
A flexible and efficient method for the synthesis of 4,5-dihydropyrazole derivatives has been developed.
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The first convergent total synthesis of penarolide sulfate A2, a novel [small alpha]-glucosidase inhibitor

18 March, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,2071-2079
DOI: 10.1039/C3OB42364F, PaperYangguang Gao, Qiuli Shan, Jun Liu, Linlin Wang, Yuguo Du
Penarolide sulfate A2, a 31-membered macrolide encompassing a proline residue and three sulfate groups, was firstly synthesized in 16 steps using L-arabinose as a chiral template.
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Discovery of potential anti-inflammatory drugs: diaryl-1,2,4-triazoles bearing N-hydroxyurea moiety as dual inhibitors of cyclooxygenase-2 and 5-lipoxygenase

18 March, 2014 - 03:54

Org. Biomol. Chem., 2014, 12,2114-2127
DOI: 10.1039/C3OB41936C, PaperBo Jiang, Xiaojing Huang, Hequan Yao, Jieyun Jiang, Xiaoming Wu, Siyi Jiang, Qiujuan Wang, Tao Lu, Jinyi Xu
Novel hybrids of diaryl-1,2,4-triazoles bearing hydroxamic acid or N-hydroxyurea moiety were designed, synthesized and evaluated as dual COX-2/5-LOX inhibitors.
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