Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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A chiral borane catalyzed asymmetric hydrosilylation of imines

13 January, 2015 - 04:54

Org. Biomol. Chem., 2015, 13,1013-1016
DOI: 10.1039/C4OB02419B, CommunicationXiaxia Zhu, Haifeng Du
An enantioselective hydrosilylation of imines was achieved using an in situ generated chiral borane to furnish amines with up to 82% ee.
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Water-soluble aryl-extended calix[4]pyrroles with unperturbed aromatic cavities: synthesis and binding studies

13 January, 2015 - 04:54

Org. Biomol. Chem., 2015, 13,1022-1029
DOI: 10.1039/C4OB02108H, PaperD. Hernandez-Alonso, S. Zankowski, L. Adriaenssens, P. Ballester
An aryl-extended calix[4]pyrrole receptor with four carboxylic groups at the lower rim binds N-oxides in water with high stability constants.
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Investigation of end processing and degradation of premature tRNAs and their application to stabilization of in vitro transcripts in wheat germ extract

13 January, 2015 - 04:54

Org. Biomol. Chem., 2015, 13,1008-1012
DOI: 10.1039/C4OB02221A, CommunicationAtsushi Ogawa, Yasunori Doi
We investigated the end processing and degradation of premature tRNAs in wheat germ extract (left), which led to the findings of end protectors for efficiently stabilizing an in vitro transcript (purple, right).
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Developing piperine towards TRPV1 and GABAA receptor ligands - synthesis of piperine analogs via Heck-coupling of conjugated dienes

13 January, 2015 - 04:54

Org. Biomol. Chem., 2015, 13,990-994
DOI: 10.1039/C4OB02242D, CommunicationLaurin Wimmer, David Schonbauer, Peter Pakfeifer, Angela Schoffmann, Sophia Khom, Steffen Hering, Marko D. Mihovilovic
Synthetic analogs of piperine, the pungent alkaloid of black pepper, were identified as selective ligands for either GABAA or TRPV1 receptors.
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An expedient approach to 1,2-dihydroisoquinoline derivatives via cobalt catalysed 6-endo dig cyclization followed by Mannich condensation of o-alkynylarylaldimines

13 January, 2015 - 04:54

Org. Biomol. Chem., 2015, 13,1000-1007
DOI: 10.1039/C4OB02036G, Communication Urvashi, Gaurav K. Rastogi, Sandeep K. Ginotra, Alka Agarwal, Vibha Tandon
A highly effective 6-endo dig cyclisation of o-alkynyl aldimines to 1,2-dihydroisoquinolines has been described via direct and nitro Mannich condensation using inexpensive and readily available cobalt chloride as catalyst.
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Ruthenium-catalyzed direct C3 alkylation of indoles with [small alpha],[small beta]-unsaturated ketones

13 January, 2015 - 04:54

Org. Biomol. Chem., 2015, 13,1254-1263
DOI: 10.1039/C4OB02124J, PaperShuai-Shuai Li, Hui Lin, Xiao-Mei Zhang, Lin Dong
In this paper, a simple and highly efficient ruthenium-catalyzed direct C3 alkylation of indoles with various [small alpha],[small beta]-unsaturated ketones without chelation assistance has been developed.
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Palladium-catalyzed oxidative cross-coupling of azole-4-carboxylates with indoles: an approach to the synthesis of pimprinine

13 January, 2015 - 04:54

Org. Biomol. Chem., 2015, 13,1243-1248
DOI: 10.1039/C4OB01844C, PaperHaipin Zhou, Kuo Gai, Aijun Lin, Jinyi Xu, Xiaoming Wu, Hequan Yao
A palladium-catalyzed oxidative cross-coupling reaction between azole-4-carboxylates and indoles forming 5-(3-indolyl)azoles with excellent regioselectivity has been developed.
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Tunneling in tocopherol-mediated peroxidation of 7-dehydrocholesterol

13 January, 2015 - 04:54

Org. Biomol. Chem., 2015, 13,1249-1253
DOI: 10.1039/C4OB02377C, PaperH. Muchalski, L. Xu, N. A. Porter
We report here that H-atom tunneling facilitates the propagation step in the tocopherol-mediated peroxidation (TMP) of 7-dehydrocholesterol. This process likely becomes a major propagation pathway when radical intermediates are isolated in cellular organelles or lipid particles such as low-density lipoproteins. In TMP of 7-DHC and deuterium-reinforced 7-DHC, the KIE of removing hydrogen/deuterium at C9 was found to be 21 +/- 1.
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Metal-catalyzed formation of 1,3-cyclohexadienes: a catalyst-dependent reaction

13 January, 2015 - 04:54

Org. Biomol. Chem., 2015, 13,1225-1233
DOI: 10.1039/C4OB01922A, PaperShifa Zhu, Xiaobing Huang, Tian-Qi Zhao, Tongmei Ma, Huanfeng Jiang
A metal-dependent and complementary catalytic method to synthesize the cyclohexadienes has been developed. When gold or indium salts were used as catalysts, 1,3-cyclohexadiene (1,3-CHD) could be obtained; when Cu(OTf)2 was used as the catalyst, however, another isomer 2,4-cyclohexadiene (2,4-CHD) was furnished instead.
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Fluorescent organic nanoparticles of dihydropyrimidone derivatives for selective recognition of iodide using a displacement assay: application of the sensors in water and biological fluids

13 January, 2015 - 04:54

Org. Biomol. Chem., 2015, 13,1204-1212
DOI: 10.1039/C4OB02152E, PaperAmanpreet Kaur, Tilak Raj, Simanpreet Kaur, Narinder Singh, Navneet Kaur
Fluorescent organic nanoparticles (FON's) derived from dihydropyrimidone derivatives (1-4) were developed and evaluated for their sensor properties.
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Probing coiled-coil assembly by paramagnetic NMR spectroscopy

13 January, 2015 - 04:54

Org. Biomol. Chem., 2015, 13,1159-1168
DOI: 10.1039/C4OB02125H, PaperTingTing Zheng, Aimee Boyle, Hana Robson Marsden, Dayenne Valdink, Giuliana Martelli, Jan Raap, Alexander Kros
Here a new method to determine the orientation of coiled-coil peptide motifs is described.
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Gold-catalyzed spiro-N,O-ketal synthesis

13 January, 2015 - 04:54

Org. Biomol. Chem., 2015, 13,1169-1178
DOI: 10.1039/C4OB02050B, PaperM. Grammatikopoulou, S. Thysiadis, V. Sarli
An efficient method for the synthesis of spiro-N,O-ketals with 5- and 6-membered rings was developed via a gold-catalyzed spiroamidoketalization of alkynyl amidoalcohols under mild conditions.
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Label-free fluorescence detection of kinase activity using a gold nanoparticle based indicator displacement assay

13 January, 2015 - 04:54

Org. Biomol. Chem., 2015, 13,1198-1203
DOI: 10.1039/C4OB02052A, PaperCristian Pezzato, Davide Zaramella, Massimiliano Martinelli, Gregory Pieters, Mario A. Pagano, Leonard J. Prins
A straightforward fluorescence indicator-displacement assay (IDA) has been developed for the quantitative analysis of ATP[rightward arrow]ADP conversion.
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Synthesis of isoxazolidine-containing uridine derivatives as caprazamycin analogues

13 January, 2015 - 04:54

Org. Biomol. Chem., 2015, 13,1187-1197
DOI: 10.1039/C4OB02142H, PaperMayumi Yamaguchi, Akira Matsuda, Satoshi Ichikawa
Simplification of caprazamycins was conducted by scaffold-hopping of the structurally complex diazepanone moiety to the isoxazolidine scaffold.
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Enantioselective synthesis of benzoindolizidine derivatives using chiral phase-transfer catalytic intramolecular domino aza-Michael addition/alkylation

13 January, 2015 - 04:54

Org. Biomol. Chem., 2015, 13,1179-1186
DOI: 10.1039/C4OB02227K, PaperJiajia Guo, Shouyun Yu
An efficient and enantioselective strategy to synthesize benzoindolizidines via domino intramolecular aza-Michael addition/alkylation was developed.
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Synthesis and tautomerization of hydroxylated isoflavones bearing heterocyclic hemi-aminals

13 January, 2015 - 04:54

Org. Biomol. Chem., 2015, 13,1053-1067
DOI: 10.1039/C4OB02137A, PaperMykhaylo S. Frasinyuk, Svitlana P. Bondarenko, Volodymyr P. Khilya, Chunming Liu, David S. Watt, Vitaliy M. Sviripa
Aminomethylation of 7-hydroxy isoflavones with C2-C5 [small omega]-aminoalcohols led to tautomers 4 and 5 that were interconverted as confirmed by NMR studies.
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Characterizations of cationic [gamma]-carbolines binding with double-stranded DNA by spectroscopic methods and AFM imaging

11 January, 2015 - 04:17

Org. Biomol. Chem., 2015, 13,1234-1242
DOI: 10.1039/C4OB01905A, PaperTao Jia, Jing Wang, Peng Guo, Junping Yu
Because of differences in their structures, cationic [gamma]-carbolines intercalate into DNA with different activities.
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Unprecedented one-pot sequential thiolate substitutions under mild conditions leading to a red emissive BODIPY dye 3,5,8-tris(PhS)-BODIPY

11 January, 2015 - 04:17

Org. Biomol. Chem., 2015, 13,995-999
DOI: 10.1039/C4OB01892C, CommunicationRobinson I. Roacho, Alejandro Metta-Magana, Eduardo Pena-Cabrera, Keith Pannell
Phenylthiol performs a thiol exchange with 8-MeS-BODIPY and activates/substitutes the 3,5 positions forming a tri-thiolated BODIPY.
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[gamma]-Cyclodextrin modulates the chemical reactivity by multiple complexation

11 January, 2015 - 04:17

Org. Biomol. Chem., 2015, 13,1213-1224
DOI: 10.1039/C4OB02113D, PaperJ. Fernandez-Rosas, M. Pessego, M. Cepeda-Plaza, N. Basilio, M. Parajo, P. Rodriguez-Dafonte, L. Garcia-Rio
Multiple recognition by cooperative/competitive mechanisms to form a 1 : 1 : 1 inclusion complex plays a crucial role in determining the chemical reactivity in the [gamma]-CD cavity.
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Catalyst-free synthesis of 2-aryl-1,2-dihydro-quinazolin-4(1H)-thiones from 2-aminobenzothio-amides and aldehydes in water

11 January, 2015 - 04:17

Org. Biomol. Chem., 2015, 13,1150-1158
DOI: 10.1039/C4OB02207F, PaperStefan Oschatz, Tom Brunzel, Xiao-Feng Wu, Peter Langer
A convenient and facile procedure for the synthesis of dihydroquinazolinthiones from 2-aminobenzothioamide with aldehydes has been developed. The reactions took place in water without the need of any additive.
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