Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Rhodium-catalyzed asymmetric addition of arylboronic acids to cyclic N-sulfonyl ketimines towards the synthesis of [small alpha],[small alpha]-diaryl-[small alpha]-amino acid derivatives

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,4918-4924
DOI: 10.1039/C5OB00431D, PaperRyosuke Takechi, Takahiro Nishimura
Rhodium/chiral diene complex-catalyzed asymmetric addition of arylboronic acids to cyclic ketimines having an ester group proceeded to give the corresponding [small alpha]-amino acid derivatives in high yields with high enantioselectivity.
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Synthesis and antifungal activities of novel polyheterocyclic spirooxindole derivatives

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,4967-4975
DOI: 10.1039/C5OB00256G, PaperJia-Shou Wu, Xue Zhang, Ying-Lao Zhang, Jian-Wu Xie
A series of spirooxindole tetrahydrofuran derivatives were obtained in moderate to good yields via base-mediated cascade [3+2] double Michael reactions under mild conditions. Their antifungal effects on selected five target phytopathogenic fungi were investigated, and their structure antifungal activity relationships were also discussed.
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Dendrimer-encapsulated Pd nanoparticles as catalysts for C-C cross-couplings in flow microreactors

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,4953-4959
DOI: 10.1039/C5OB00289C, PaperRoberto Ricciardi, Jurriaan Huskens, Willem Verboom
Dendrimer-encapsulated Pd nanoparticles anchored within continuous flow microreactors are efficient for C-C cross-coupling reactions. This is witnessed by the good catalytic performance for the Heck-Cassar and Suzuki-Miyaura couplings.
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Triazolopyridopyrimidines: an emerging family of effective DNA photocleavers. DNA binding. Antileishmanial activity

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,4903-4917
DOI: 10.1039/C5OB00280J, PaperRosa Adam, Pablo Bilbao-Ramos, Belen Abarca, Rafael Ballesteros, M. Eugenia Gonzalez-Rosende, M. Auxiliadora Dea-Ayuela, Francisco Estevan, Gloria Alzuet-Pina
Triazolopyridopyrimidine compounds behave as DNA photocleavers through both type I and type II mechanisms.
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Pd-catalyzed enantioselective intramolecular [small alpha]-arylation of [small alpha]-substituted cyclic ketones: facile synthesis of functionalized chiral spirobicycles

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,4837-4840
DOI: 10.1039/C5OB00382B, CommunicationLulu Fan, Shinobu Takizawa, Yoshiki Takeuchi, Kazuhiro Takenaka, Hiroaki Sasai
Synthesis of chiral spirocyclic ketones was accomplished via the Pd-catalyzed intramolecular [small alpha]-arylation of [small alpha]-substituted cyclic ketones. The obtained spirocyclic ketone could be converted into an acid-base organocatalyst.
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Manganese(III)-mediated alkenyl Csp2-P bond formation from the reaction of [small beta]-nitrostyrenes with dialkyl phosphites

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,4896-4902
DOI: 10.1039/C5OB00404G, PaperJian-Fei Xue, Shao-Fang Zhou, Ye-Ye Liu, Xiangqiang Pan, Jian-Ping Zou, Olayinka Taiwo Asekun
Mn(OAc)3-mediated tandem phosphonyl radical addition to [small beta]-nitrostyrenes followed by denitration to form (E)-2-alkenyl phosphonates is described.
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Synthesis and evaluation of 1,2-trans alkyl galactofuranoside mimetics as mycobacteriostatic agents

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,4940-4952
DOI: 10.1039/C5OB00296F, PaperRemy Dureau, Maxime Gicquel, Isabelle Artur, Jean-Paul Guegan, Bertrand Carboni, Vincent Ferrieres, Fabienne Berree, Laurent Legentil
The strong interaction of an octyl chain with M. smegmatis cells was paired with high specificity of the galactofuranose ring against mycobacteria growth.
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Elucidation of several neglected reactions in the GC-MS identification of sialic acids as heptafluorobutyrates calls for an urgent reassessment of previous claims

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,4931-4939
DOI: 10.1039/C5OB00081E, PaperPaola Rota, Luigi Anastasia, Pietro Allevi
A revision of the analytical protocol for the GC-MS determination of free or 1,7-lactonized sialic acids as heptafluorobutyrates is reported.
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Oxidative deamination of azafulleroids into C60 by peracids

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,5038-5043
DOI: 10.1039/C5OB00272A, PaperNaohiko Ikuma, Koichi Fujioka, Yusuke Misawa, Ken Kokubo, Takumi Oshima
Oxidation of azafulleroids with peracids regenerate C60via oxidation of the bridged nitrogen, depending on the basicity of N-substituents.
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A novel transition metal free [bis-(trifluoroacetoxy)iodo]benzene (PIFA) mediated oxidative ipso nitration of organoboronic acids

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,4828-4832
DOI: 10.1039/C5OB00337G, CommunicationNachiketa Chatterjee, Divya Bhatt, Avijit Goswami
A mild, convenient and transition metal free methodology for oxidative ipso nitration of organoboronic acids, including heteroaryl- and alkylboronic acids, has been developed using a combination of [bis-(trifluoroacetoxy)]iodobenzene (PIFA) - N-bromosuccinimide (NBS) and sodium nitrite as the nitro source.
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Facile synthesis of spirooxindole-pyrazolines and spirobenzofuranone-pyrazolines and their fungicidal activity

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,4869-4878
DOI: 10.1039/C5OB00258C, PaperChangjiang Yang, Juanjuan Li, Rong Zhou, Xiangyu Chen, Yunpeng Gao, Zhengjie He
A new and facile synthetic method is developed for biologically important spirooxindole-pyrazolines and spirobenzofuranone-pyrazolines.
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Synthesis of 2-anilinopyridyl-triazole conjugates as antimitotic agents

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,4879-4895
DOI: 10.1039/C5OB00232J, PaperAhmed Kamal, A. V. Subba Rao, M. V. P. S. Vishnuvardhan, T. Srinivas Reddy, Konderu Swapna, Chandrakant Bagul, N. V. Subba Reddy, Vunnam Srinivasulu
The newly synthesized 2-anilinopyridyl-triazole conjugates with excellent pharmacological profile could serve as leads for further optimization.
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An artificial heme-enzyme with enhanced catalytic activity: evolution, functional screening and structural characterization

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,4859-4868
DOI: 10.1039/C5OB00257E, PaperRosa Vitale, Liliana Lista, Corinne Cerrone, Giorgio Caserta, Marco Chino, Ornella Maglio, Flavia Nastri, Vincenzo Pavone, Angela Lombardi
The rational refinement of function into the heme-protein model Mimochrome VI (MC6) resulted in a new analogue, FeIII-E2L(TD)-MC6, with an improved peroxidase activity.
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Triazolophostins: a library of novel and potent agonists of IP3 receptors

22 April, 2015 - 06:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00440C, PaperAmol M. Vibhute, Vera Konieczny, Colin W. Taylor, Kana M. Sureshan
IP3R initiate most cellular Ca2+ signaling. AdA is the most potent agonist of IP3R. The structural complexity of AdA makes synthesis of its analogs cumbersome. We report an easy method for generating a library of potent triazole-based analogs of AdA, triazolophostins, which are the most potent AdA analogs devoid of a nucleobase.
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Nitroxides as anti-biofilm compounds for the treatment of Pseudomonas aeruginosa and mixed-culture biofilms

22 April, 2015 - 06:17

Org. Biomol. Chem., 2015, 13,4751-4759
DOI: 10.1039/C5OB00284B, PaperStefanie-Ann Alexander, Caroline Kyi, Carl H. Schiesser
A series of nitroxides was prepared and tested for bacterial biofilm modulatory activity.
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Stereoselective synthesis of (all-Z)-hentriaconta-3,6,9,12,15,19,22,25,28-nonaene

22 April, 2015 - 06:17

Org. Biomol. Chem., 2015, 13,4680-4685
DOI: 10.1039/C5OB00313J, PaperLiudmila Filippova, Ida Aarum, Martine Ringdal, Martin Kirkhus Dahl, Trond Vidar Hansen, Yngve Stenstrom
EPA-EE was converted in eight steps and 15% overall yield to the natural product (all-Z)-hentriaconta-3,6,9,12,15,19,22,25,28-nonaene. The synthesis confirms the all-Z-configuration of all nine double bonds.
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Palladium-catalyzed Hiyama coupling reaction of arylsulfonyl hydrazides under oxygen

22 April, 2015 - 06:17

Org. Biomol. Chem., 2015, 13,4647-4651
DOI: 10.1039/C5OB00139K, CommunicationHui Miao, Fenhua Wang, Shuangliu Zhou, Guangchao Zhang, Yang Li
Palladium-catalyzed Hiyama cross-coupling reactions of various arylsulfonyl hydrazides with a wide variety of aryl silanes have been achieved in good to excellent yields under simple aerobic conditions.
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Inhibition of a multiproduct terpene synthase from Medicago truncatula by 3-bromoprenyl diphosphates

22 April, 2015 - 06:17

Org. Biomol. Chem., 2015, 13,4776-4784
DOI: 10.1039/C5OB00506J, PaperAbith Vattekkatte, Nathalie Gatto, Eva Schulze, Wolfgang Brandt, Wilhelm Boland
3-Bromo prenyl analogues bind to the active site and act as competitive inhibitors for terpene cyclases and -synthases.
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PhI(OAc)2 mediated decarboxylative sulfonylation of [small beta]-aryl-[small alpha],[small beta]-unsaturated carboxylic acids: a synthesis of (E)-vinyl sulfones

22 April, 2015 - 06:17

Org. Biomol. Chem., 2015, 13,4785-4794
DOI: 10.1039/C5OB00417A, PaperPraewpan Katrun, Sornsiri Hlekhlai, Jatuporn Meesin, Manat Pohmakotr, Vichai Reutrakul, Thaworn Jaipetch, Darunee Soorukram, Chutima Kuhakarn
A novel and expedient method for the decarboxylative sulfonylation of [small beta]-aryl-[small alpha],[small beta]-unsaturated carboxylic acids to their (E)-vinyl sulfones is described.
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Participation of an additional 4[prime or minute]-hydroxymethyl group in the cleavage and isomerization of ribonucleoside 3[prime or minute]-phosphodiesters

22 April, 2015 - 06:17

Org. Biomol. Chem., 2015, 13,4737-4742
DOI: 10.1039/C5OB00400D, PaperLuigi Lain, Harri Lonnberg, Tuomas Lonnberg
The impact of an additional 4[prime or minute]-hydroxymethyl group on the cleavage and isomerization of an RNA model compound is modest.
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