Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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An efficient approach to 1,2,3-trisubstituted indole via rhodium catalyzed carbene Csp3-H bond insertion

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,4851-4854
DOI: 10.1039/C5OB00085H, CommunicationMei-Hua Shen, Ying-Peng Pan, Zhi-Hong Jia, Xin-Tao Ren, Ping Zhang, Hua-Dong Xu
A method for convenient synthesis of N-alkyl-2-aryl-indole-3-carbaldehyde via carbene C-H bond insertion.
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Au-catalyzed ring-opening reactions of 2-(1-alkynyl-cyclopropyl)pyridines with nucleophiles

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,4855-4858
DOI: 10.1039/C5OB00523J, CommunicationRen-Rong Liu, Shi-Chun Ye, Chuan-Jun Lu, Bin Xiang, Jianrong Gao, Yi-Xia Jia
A novel method for the C-C bond cleavage of cyclopropanes was developed by gold-catalyzed cycloisomerization of 2-(1-alkynyl-cyclopropyl)pyridine with nucleophiles, which provides efficient access to structurally diverse indolizines under mild conditions.
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Binding-induced, turn-on fluorescence of the EGFR/ERBB kinase inhibitor, lapatinib

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,5006-5011
DOI: 10.1039/C5OB00239G, PaperJames N. Wilson, Wenjun Liu, Adrienne S. Brown, Ralf Landgraf
The photophysical properties, fluorescence imaging, cellular uptake and distribution of lapatinib, an EGFR/ERBB inhibitor are reported.
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Application of the Ugi reaction with multiple amino acid-derived components: synthesis and conformational evaluation of piperazine-based minimalist peptidomimetics

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,4993-5005
DOI: 10.1039/C5OB00218D, PaperMattia Stucchi, Silvia Cairati, Rengul Cetin-Atalay, Michael S. Christodoulou, Giovanni Grazioso, Gennaro Pescitelli, Alessandra Silvani, Deniz Cansen Yildirim, Giordano Lesma
Three different chiral piperazine-based scaffolds have been synthesized using a Ugi/cyclization strategy.
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Chemo-, regio-, and stereoselective Heck-Matsuda arylation of allylic alcohols under mild conditions

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,4841-4845
DOI: 10.1039/C5OB00235D, CommunicationTohasib Yusub Chaudhari, Asik Hossian, Manash Kumar Manna, Ranjan Jana
Chemo-, regio-, and stereoselective Heck-Matsuda arylation of allylic and cinnamyl alcohols with inexpensive and readily available arenediazonium salts is reported.
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N-heterocyclic carbene-palladium(II)-1-methylimidazole complex-catalyzed Suzuki-Miyaura coupling of benzyl sulfonates with arylboronic acids

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,4925-4930
DOI: 10.1039/C4OB02675F, PaperXiao-Xia Wang, Bin-Bin Xu, Wen-Ting Song, Kai-Xin Sun, Jian-Mei Lu
The first example of palladium-catalyzed coupling between benzyl sulfonates and arylboronic acids was reported.
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Facile synthesis of benzoindoles and naphthofurans through carbonaceous material-catalyzed cyclization of naphthylamines/naphthols with nitroolefins in water

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,5022-5029
DOI: 10.1039/C5OB00129C, PaperFuren Zhang, Chunmei Li, Chen Wang, Chenze Qi
A facile and efficient approach has been established for the synthesis of benzoindole and naphthofuran derivatives via the metal-free cyclization reaction of nitroolefins with naphthylamines/naphthols.
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Copper-catalysed cross-coupling: an untapped potential

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,4816-4827
DOI: 10.1039/C5OB00200A, Review ArticleSurendra Thapa, Bijay Shrestha, Santosh K. Gurung, Ramesh Giri
Copper is emerging as a viable catalytic metal for cross-coupling reactions to construct carbon-carbon (C-C) bonds.
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Hot water-promoted cyclopropylcarbinyl rearrangement facilitates construction of homoallylic alcohols

28 April, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,5012-5021
DOI: 10.1039/C5OB00305A, PaperPei-Fang Li, Cheng-Bo Yi, Jin Qu
Hot water can promote the rearrangements of various types of cyclopropyl carbinols to afford acyclic or cyclic homoallylic alcohols in high yields.
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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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