Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Convenient access to readily soluble symmetrical dialkyl-substituted [small alpha]-oligofurans

12 August, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,6661-6671
DOI: 10.1039/C4OB00898G, PaperEdward E. Korshin, Gregory M. Leitus, Michael Bendikov
A combination of heteroatom directed lithiation/CuCl2-induced homocoupling, Wittig olefination/Pd-catalyzed transfer hydrogenation followed by Suzuki-Miyaura or Stille cross-coupling enables convenient access to dialkyl-substituted [small alpha]-oligofurans of potential interest for organic electronics.
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Synthesis of methyl 2-cyano-3,12-dioxo-18[small beta]-olean-1,9(11)-dien-30-oate analogues to determine the active groups for inhibiting cell growth and inducing apoptosis in leukemia cells

12 August, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,6706-6716
DOI: 10.1039/C4OB00703D, PaperXiaojing Li, Yuetong Wang, Yuan Gao, Lei Li, Xin Guo, Dan Liu, Yongkui Jing, Linxiang Zhao
A series of CDODO-Me-12 analogues were synthesized with improved ability to inhibit cell growth and induce apoptosis in HL-60 cells.
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Desilylative activation of TMSCN in chemoselective Strecker-Ugi type reaction: functional fused imidazoles as building blocks as an entry route to annulated purines

12 August, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,6694-6705
DOI: 10.1039/C4OB00882K, PaperSankar K. Guchhait, Vikas Chaudhary
Nucleophilic activation of TMSCN as an isocyanide equivalent by DABCO-THF in the Strecker-Ugi reaction facilitates the synthesis of functional imidazoles which, as building blocks, afford access to C8-N9 annulated purines.
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Catalyst-free activation of methylene chloride and alkynes by amines in a three-component coupling reaction to synthesize propargylamines

12 August, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,6725-6729
DOI: 10.1039/C4OB00986J, PaperVikas S. Rawat, Thulasiram Bathini, S. Govardan, Bojja Sreedhar
Propargylamines are synthesized via metal-free activation of the C-halogen bond of dihalomethanes and the C-H bond of terminal alkynes in a three-component coupling without catalyst or additional base and under mild reaction conditions.
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Azide-alkyne cycloaddition for universal post-synthetic modifications of nucleic acids and effective synthesis of bioactive nucleic acid conjugates

12 August, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,6624-6633
DOI: 10.1039/C4OB01132E, PaperYu-Chih Su, Yu-Lun Lo, Chi-Ching Hwang, Li-Fang Wang, Min Hui Wu, Eng-Chi Wang, Yun-Ming Wang, Tzu-Pin Wang
We have developed a universal approach for post-synthetic modifications of DNA/RNA by harnessing versatile phosphoramidation and powerful azide-alkyne cycloaddition reactions.
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Copper catalyzed C-O bond formation via oxidative cross-coupling reaction of aldehydes and ethers

12 August, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,6549-6553
DOI: 10.1039/C4OB00862F, CommunicationQuan Wang, Hao Zheng, Wen Chai, Dianyu Chen, Xiaojun Zeng, Renzhong Fu, Rongxin Yuan
A practical and efficient construction of C-O bonds via oxidative cross-coupling reaction of aldehydes and ethers has been realized under open air. When 2 mol% copper was used as the catalyst, various [small alpha]-acyloxy ethers were obtained with up to 93% isolated yield.
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Synthesis, photophysical and cytotoxicity evaluations of DNA targeting agents based on 3-amino-1,8-naphthalimide derived Troger's bases

12 August, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,6610-6623
DOI: 10.1039/C3OB42213E, PaperSamantha Murphy, Sandra A. Bright, Fergus E. Poynton, Thomas McCabe, Jonathan A. Kitchen, Emma B. Veale, D. Clive Williams, Thorfinnur Gunnlaugsson
The synthesis, spectroscopic and biological evaluation of five fluorescent Troger's bases is described. These were shown to bind to DNA, being rapidly taken up into cancer cells and induce apoptosis after 4-24 hours.
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A simple approach to pyrrolylimidazole derivatives by azirine ring expansion with imidazolium ylides

12 August, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,6598-6609
DOI: 10.1039/C4OB00865K, PaperAlexander F. Khlebnikov, Olesya A. Tomashenko, Liya D. Funt, Mikhail S. Novikov
Versatile synthesis of 1-(1H-pyrrol-3-yl)-1H-imidazole derivatives by a domino reaction of 2H-azirines with 1-alkyl-3-phenacyl-1H-imidazolium bromides is reported.
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A new class of high-contrast Fe(II) selective fluorescent probes based on spirocyclized scaffolds for visualization of intracellular labile iron delivered by transferrin

12 August, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,6590-6597
DOI: 10.1039/C4OB00935E, PaperMasato Niwa, Tasuku Hirayama, Kensuke Okuda, Hideko Nagasawa
A new class of high-contrast Fe(II) selective fluorescent probes based on spirocyclized scaffolds were developed to visualize transferrin-delivered intracellular labile iron.
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Light-driven artificial enzymes for selective oxidation of guanosine triphosphate using water-soluble POSS network polymers

10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6500-6506
DOI: 10.1039/C4OB01115E, PaperJong-Hwan Jeon, Kazuo Tanaka, Yoshiki Chujo
The light-driven artificial enzymes were constructed to realize unnatural reactions concerning biomolecules. The guanosine triphosphate-selective oxidation was accomplished using the network polymers in which the molecular recognition via hydrogen bonds can be enhanced.
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TBAI-catalyzed oxidative synthesis of benzamides from acetophenones and carbinols

10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6359-6362
DOI: 10.1039/C4OB01203H, CommunicationMuhammad Sharif, Jianbin Chen, Peter Langer, Matthias Beller, Xiao-Feng Wu
An interesting and convenient procedure for the oxidative transformation of acetophenones and carbinols to primary benzamides has been developed.
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Catalytic control over the formation of supramolecular materials

10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6292-6296
DOI: 10.1039/C4OB01108B, PerspectiveRienk Eelkema, Jan H. van Esch
Catalytic formation of self-assembling building blocks provides control over the morphology, mechanical properties and spatial distribution of soft supramolecular materials.
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Access to novel functionalized trifluoromethyl [small beta]-lactams by ring expansion of aziridines

10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6345-6348
DOI: 10.1039/C4OB01262C, CommunicationS. Decamps, L. Sevaille, S. Ongeri, B. Crousse
A wide variety of CF3-[small beta]-lactams functionalized at position C-3 were obtained stereoselectively by ring expansion of aziridines.
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Copper-catalyzed arylsulfonylation of N-arylsulfonyl-acrylamides with arylsulfonohydrazides: synthesis of sulfonated oxindoles

10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6349-6353
DOI: 10.1039/C4OB01231C, CommunicationQingshan Tian, Ping He, Chunxiang Kuang
A copper-catalyzed arylsulfonylation of N-arylsulfonyl-acrylamides with sulfonylhydrazides through a tandem radical process was developed.
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Comparison of the substrate selectivity and biochemical properties of human and bacterial [gamma]-butyrobetaine hydroxylase

10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6354-6358
DOI: 10.1039/C4OB01167H, CommunicationAnna M. Rydzik, Ivanhoe K. H. Leung, Grazyna T. Kochan, Nikita D. Loik, Luc Henry, Michael A. McDonough, Timothy D. W. Claridge, Christopher J. Schofield
BBOX is a 2-oxoglutarate dependent oxygenase that can catalyse formation of vicinal diols and amino alcohols.
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Total synthesis of the cyclic monoterpenoid pyrano[3,2-a]carbazole alkaloids derived from 2-hydroxy-6-methylcarbazole

10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6490-6499
DOI: 10.1039/C4OB01151A, PaperCemena Gassner, Ronny Hesse, Arndt W. Schmidt, Hans-Joachim Knolker
The synthesis of seven pyrano[3,2-a]carbazole alkaloids has been achieved using their putative biogenetic precursor 2-hydroxy-6-methylcarbazole as key intermediate.
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Stereoselective one-pot synthesis of [small beta]-alkylsulfide enol esters. Base-triggered rearrangement under mild conditions

10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6516-6526
DOI: 10.1039/C4OB01011F, PaperAdrian A. Heredia, Silvia M. Soria-Castro, Lydia M. Bouchet, Gabriela Oksdath-Mansilla, Cecilia A. Barrionuevo, Daniel A. Caminos, Fabricio R. Bisogno, Juan E. Arguello, Alicia B. Penenory
(Z)-Vinyl sulfides are easily synthesised through a multicomponent reaction. An intramolecular S,O-acyl migration accounts for the observed stereoselectivity.
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Synthesis of 3,3-disubstituted-2,3-dihydroazanaphthoquinones via simultaneous alkyne oxidation and nitrile hydration of ortho-alkynylarenenitriles

10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6440-6446
DOI: 10.1039/C4OB00852A, PaperKaruppusamy Sakthivel, Kannupal Srinivasan
Simultaneous activation of alkynes and nitriles in o-alkynylarenenitriles in the presence of Pd(OAc)2/H2O/(+/-)-CSA afforded 3,3-disubstituted-2,3-dihydroazanaphthoquinones in moderate to excellent yields.
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C-H arylation of azaheterocycles: a direct ligand-free and Cu-catalyzed approach using diaryliodonium salts

10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6340-6344
DOI: 10.1039/C4OB01061B, CommunicationDalip Kumar, Meenakshi Pilania, V. Arun, Savita Pooniya
An efficient and high yielding Cu-catalyzed direct C-H arylation of oxadiazoles, thiadiazoles, benzoxazoles and benzothiazoles has been achieved by employing easily accessible diaryliodonium salts.
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P,N,N-Pincer nickel-catalyzed cross-coupling of aryl fluorides and chlorides

10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6414-6424
DOI: 10.1039/C4OB01041H, PaperDan Wu, Zhong-Xia Wang
P,N,N-Pincer nickel was demonstrated to effectively catalyze cross-coupling of aryl fluorides and chlorides with aryl magnesium or zinc reagents.
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