Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Diastereoselective synthesis of functionalized pyrrolidines through N-bromosuccinimide-induced aziridine ring expansion cascade of cinnamylaziridine

18 September, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,7482-7485
DOI: 10.1039/C4OB01384K, CommunicationJing Zhou, Ying-Yeung Yeung
An efficient aziridine ring expansion cascade of cinnamylaziridine has been developed using N-bromosuccinimide as the promoter.
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A concise synthesis of (alkynyl)(trifluoromethyl)sulfanes via a bismuth(III)-promoted reaction of trimethyl(alkynyl)silane with trifluoromethanesulfanylamide

18 September, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,7629-7633
DOI: 10.1039/C4OB01451K, PaperJie Sheng, Jie Wu
A bismuth(III)-promoted reaction of trimethyl(alkynyl)silanes with trifluoromethanesulfanylamide is developed, giving rise to (alkynyl)(trifluoromethyl)sulfanes in good yields.
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A new approach to asymmetric synthesis of infectocaryone

18 September, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,7603-7611
DOI: 10.1039/C4OB01162G, PaperXiubing Liu, Lingling Hu, Xiaojing Liu, Junhao Jia, Lizhen Jiang, Jiangfeng Lin, Xiaochuan Chen
A new approach to the asymmetric synthesis of infectocaryone featuring a regioselective and stereoselective Diels-Alder reaction of an isomeric dienophile mixture is developed.
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Base-promoted dehydrogenative coupling of benzene derivatives with amides or ethers

18 September, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,7469-7473
DOI: 10.1039/C4OB01253D, CommunicationRyota Ueno, Eiji Shirakawa
Electronically neutral and deficient benzene derivatives are introduced into the dehydrogenative coupling as arenes that couple with amides/ethers.
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Modular synthesis of bis- and tris-1,2,3-triazoles by permutable sequential azide-aryne and azide-alkyne cycloadditions

18 September, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,7489-7493
DOI: 10.1039/C4OB01654H, CommunicationSuguru Yoshida, Takako Nonaka, Takamoto Morita, Takamitsu Hosoya
A new method for aryne generation enabled facile synthesis of diverse bis- and tris-1,2,3-triazoles.
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Imides Modified Benzopicenes: Synthesis, Solid Structure and Optoelectronic Properties

16 September, 2014 - 00:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01486C, PaperJun Yin, Di Wu, Haojie Ge, zhao chen, Jinhua Liang, Jie Huang, Yufeng Zhang, Xiaoqiang Chen, Xiang-Gao Meng, Shenghua Liu
Imide-modified polycyclic aromatic hydrocarbons can be widely applied in the field of optoelectronic materials. In this work, we have synthesized four novel functionalized benzopicenes and characterized their solid structures and...
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Transition-metal-free synthesis of 3-Aryol-4-methyl(or benzyl)-2-(methylthio) furans from [small alpha]-oxo Ketene dithioacetals and propargyl alcohols via the Domino coupling/annulations

16 September, 2014 - 00:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01300J, PaperFangzhong Hu, Xiaobing Yang, Hongjing Di, Xinxin Cheng, Dan Li, Xiaoli Kan, Xiaomao Zou, Qichun Zhang
A new strategy (transitional-metal-free catalysis) to synthesize 3-aryol- 4-methyl (or benzyl)-2-methylthio furans 2 (trisubstituted furans) has been developed through the domino coupling/annulations from available -oxo ketene dithioacetals 1 and propargyl...
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Enantioselective total syntheses of the proposed structures of prevezol B and evaluation of anti-cancer activity

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01662A, PaperAnna E. Leung, Riccardo Rubbiani, Gilles Gasser, Kellie L. Tuck
The first enantioselective total syntheses of the proposed structures of the natural product prevezol B are reported. This work has shown that the proposed structures of prevezol B are incorrect.
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Palladium-catalyzed direct addition of arylboronic acids to 2-aminobenzonitrile derivatives: synthesis, biological evaluation and in silico analysis of 2-aminobenzophenones, 7-benzoyl-2-oxoindolines, and 7-benzoylindoles

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00978A, PaperJiuxi Chen, Leping Ye, Weike Su
Synthesis, biological evaluation and in silico analysis of 2-aminobenzophenones, 7-benzoyl-2-oxoindolines and 7-benzoylindoles.
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Subtle Mitsunobu couplings under super-heating: the role of high-throughput continuous flow and microwave strategies

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01432D, Review ArticleAtul Manvar, Anamik Shah
Fragile Mitsunobu reaction can efficiently be performed under super-heating.
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Regiodivergent and short total synthesis of calothrixins

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01309C, PaperDipakranjan Mal, Joyeeta Roy, Kumar Biradha
The anionic annulation of MOM-protected furoindolone with 4-bromoquinoline followed by deprotection of the N-MOM group provides calothrixin B, whereas that with 3-bromoquinoline yields isocalothrixin B. The outcomes are explained by the divergence of the reaction mechanism from the commonly perceived 3,4-didehydroquinoline. A sequence of addition-cyclization-elimination is proposed to account for the formation of calothrixin from 4-bromoquinoline.
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Development of chemosensor for Sr2+ using organic nanoparticles: application of sensor in product analysis for oral care

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01234H, PaperSimanpreet Kaur, Amanpreet Kaur, Navneet Kaur, Narinder Singh
Organic nanoparticles have been developed and used to investigate the level of Sr2+ in an oral gel and toothpastes.
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Synthesis and spectroscopic properties of novel meso-cyano boron-pyridyl-isoindoline dyes

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01077A, PaperHui Liu, Hua Lu, Fan Wu, Zhifang Li, Nagao Kobayashi, Zhen Shen
The synthesis of meso-cyano boron-pyridyl-isoindoline dyes, a novel type of BODIPY analogue, involving a facile two-step reaction, is reported.
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Stereoselective intermolecular [2 + 2]-photocycloaddition reactions of maleic anhydride: stereocontrolled and regiocontrolled access to 1,2,3-trifunctionalized cyclobutanes

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01383B, PaperFlorian Hernvann, Gloria Rasore, Valerie Declerck, David J. Aitken
1,2,3-Trisubstituted cyclobutanes with three differentiated substituents and complementary stereochemical patterns were obtained by [2 + 2]-photocycloaddition reactions of maleic anhydride with allyl alcohol or propargyl alcohol.
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A design strategy for small molecule-based targeted MRI contrast agents: their application for detection of atherosclerotic plaques

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01270D, PaperShimpei Iwaki, Kazuya Hokamura, Mikako Ogawa, Yasuo Takehara, Yasuaki Muramatsu, Takehiro Yamane, Kazuhisa Hirabayashi, Yuji Morimoto, Kohsuke Hagisawa, Kazuhide Nakahara, Tomoko Mineno, Takuya Terai, Toru Komatsu, Tasuku Ueno, Keita Tamura, Yusuke Adachi, Yasunobu Hirata, Makoto Arita, Hiroyuki Arai, Kazuo Umemura, Tetsuo Nagano, Kenjiro Hanaoka
Atherosclerotic plaques were clearly visualized in T1-weighted MR images after intravenous injection of 2BDP3Gd in vivo.
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Molecular iodine-mediated reaction of 2-(2-phenylethynyl)-Morita-Baylis-Hillman adducts: an easy route to naphthyl ketones and iodo-substituted isochromenes

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00938J, PaperDonala Janreddy, Veerababurao Kavala, Trimurtulu Kotipalli, R. R. Rajawinslin, Chun-Wei Kuo, Wen-Chang Huang, Ching-Fa Yao
The iodine mediated reaction of 2-(2-phenylethynyl)-MBH gives corresponding naphthyl ketones and iodo-substituted isochromenes.
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Total synthesis and biological studies of cryptocin and derivatives of equisetin and fusarisetin A

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, 12,7591-7597
DOI: 10.1039/C4OB01149J, PaperLili Kong, Mingjin Rao, Jinjie Ou, Jun Yin, Weiqiang Lu, Mingyao Liu, Xiufeng Pang, Shuanhu Gao
Total synthesis of cryptocin, derivatives of equisetin and fusarisetin A were achieved based on the biosynthetic hypothesis. The biological studies of their inhibitory effects on breast cancer cells (MDA-MB-231) survival and metastasis were further investigated.
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Understanding the polar mechanism of the ene reaction. A DFT study

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, 12,7581-7590
DOI: 10.1039/C4OB01279H, PaperLuis R. Domingo, Maria J. Aurell, Patricia Perez
A good correlation between the activation energy and global electron density transfer at the transition structure of ene reactions has been found. The proposed polar mechanism can be easily predicted analysing the electrophilicity/nucleophilicity indices of the reagents.
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Modulation of DNA-polyamide interaction by [small beta]-alanine substitutions: a study of positional effects on binding affinity, kinetics and thermodynamics

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, 12,7523-7536
DOI: 10.1039/C4OB01456A, PaperShuo Wang, Karl Aston, Kevin J. Koeller, G. Davis Harris, Nigam P. Rath, James K. Bashkin, W. David Wilson
The substitution of an internal pyrrole with a [small beta] motif has large and diverse effects on hairpin polyamide-DNA binding affinity, kinetics and binding orientation.
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Synthesis of aromatic 13C/2H-[small alpha]-ketoacid precursors to be used in selective phenylalanine and tyrosine protein labelling

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, 12,7551-7560
DOI: 10.1039/C4OB01129E, PaperR. J. Lichtenecker
A synthetic concept to access various 13C/2H patterns of phenylalanine and tyrosine precursors for cell-based protein overexpression systems is presented. The target compounds feature isolated 13C-1H spin systems to be used in NMR probing of protein structure and dynamics.
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