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Gold-catalyzed [small alpha]-furanylations of quinoline N-oxides with alkenyldiazo carbonyl species

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6166-6169
DOI: 10.1039/C5OB00696A, CommunicationVinayak Vishnu Pagar, Rai-Shung Liu
Gold-catalyzed [small alpha]-furanylations of 8-alkylquinoline N-oxides have been achieved using various alkenyldiazo carbonyl species as nucleophiles.
The content of this RSS Feed (c) The Royal Society of Chemistry

Trienamine catalysis for asymmetric Diels-Alder reactions of 2,4-dienones: a theoretical investigation

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6313-6324
DOI: 10.1039/C5OB00797F, PaperZhishan Su, Chan Kyung Kim
In the Diels-Alder reactions of 2,4-dienones with two dienophiles, cinchona alkaloid acts as an efficient bifunctional catalyst by generating an extended trienamine [small pi]-conjugated system and by orienting the dienophile at an appropriate position for a cycloaddition reaction.
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A regioselective facile synthesis of furo[3,4-b]carbazolones: application to the total synthesis of mafaicheenamine E and claulansine D

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6344-6352
DOI: 10.1039/C5OB00575B, PaperDipakranjan Mal, Joyeeta Roy
1-Hydroxycarbazole-2,3-dicarboxylates have been shown to undergo chemoselective reductive cyclization to furo[3,4-b]carbazolones with LiAlH4.
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A mild and facile synthesis of polyfunctionalized pyridines: merging three-component cyclization and aerobic oxidation by amine/metal catalysts

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6278-6285
DOI: 10.1039/C5OB00630A, PaperChunyin Zhu, Benwei Bi, Ya Ding, Te Zhang, Qiu-Yun Chen
A mild and facile synthesis of polyfunctionalized pyridines from NH4OAc, [small beta],[gamma]-unsaturated [small alpha]-ketoesters, and ketones/aldehydes has been reported through tandem three-component cyclization and aerobic oxidation using the combination of amine and metal catalysts.
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A cinchona alkaloid catalyzed enantioselective sulfa-Michael/aldol cascade reaction of isoindigos: construction of chiral bispirooxindole tetrahydrothiophenes with vicinal quaternary spirocenters

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6371-6379
DOI: 10.1039/C5OB00774G, PaperYong-Yuan Gui, Jian Yang, Liang-Wen Qi, Xiao Wang, Fang Tian, Xiao-Nian Li, Lin Peng, Li-Xin Wang
Enantioselective sulfa-Michael/aldol reaction of isoindigos has been successfully developed to afford bispirooxindole tetrahydrothiophenes with vicinal quaternary spirocenters.
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Synthesis and evaluation of cationic norbornanes as peptidomimetic antibacterial agents

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6225-6241
DOI: 10.1039/C5OB00621J, PaperShane M. Hickey, Trent D. Ashton, Simren K. Khosa, Ryan N. Robson, Jonathan M. White, Jian Li, Roger L. Nation, Heidi Y. Yu, Alysha G. Elliott, Mark S. Butler, Johnny X. Huang, Matthew A. Cooper, Frederick M. Pfeffer
A family of structurally amphiphilic norbornanes has been constructed; several of which possess broad spectrum antibacterial activity.
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Divergent strategy for the synthesis of original dihydrobenzo- and dihydronaphtho-acridines

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6269-6277
DOI: 10.1039/C5OB00456J, PaperKathleen Solmont, Hamza Boufroura, Amel Souibgui, Pauline Fornarelli, Anne Gaucher, Florence Mahuteau-Betzer, Bechir Ben Hassine, Damien Prim
Convenient preparation of dihydrobenzo- and dihydronaphtho-acridines that display various rigidity/flexibility and lipophilic/hydrophilic balances.
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The role of ammonia oxide in the reaction of hydroxylamine with carboxylic esters

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6217-6224
DOI: 10.1039/C5OB00300H, PaperCarlos M. Silva, Isabela C. Dias, Josefredo R. Pliego
Hydroxylamine can form a stable zwitterionic isomer that is a key for its high reactivity.
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[sigma]-Hole[small pi] and lone pair[small pi] interactions in benzylic halides

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6194-6202
DOI: 10.1039/C5OB00366K, PaperTeresa Montoro, Gloria Tardajos, Andres Guerrero, Maria del Rosario Torres, Castor Salgado, Israel Fernandez, Jose Osio Barcina
Depending on the relative orientation of the halogen atom and the phenyl ring, the benzylic halides studied show "classical" halogen[small pi] bonds as well as intramolecular interactions without [sigma]-hole participation based on n [rightward arrow] [small pi]* (LP[small pi]) interactions.
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Muscarine-like compounds derived from a pyrolysis product of cellulose

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6291-6298
DOI: 10.1039/C5OB00339C, PaperAndrea Defant, Ines Mancini, Rosanna Matucci, Cristina Bellucci, Federico Dosi, Danilo Malferrari, Daniele Fabbri
Starting from a hydroxylactone anhydrosugar available from catalytic cellulose pyrolysis, five new muscarine-like compounds have been synthesized and studied for their binding affinity to human subtype muscarine receptors, obtaining results supported by docking calculation.
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Thioimidazoline based compounds reverse glucocorticoid resistance in human acute lymphoblastic leukemia xenografts

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6299-6312
DOI: 10.1039/C5OB00779H, PaperCara E. Toscan, Marwa Rahimi, Mohan Bhadbhade, Russell Pickford, Shelli R. McAlpine, Richard B. Lock
Glucocorticoids form a critical component of chemotherapy regimens for pediatric acute lymphoblastic leukemia and initial poor response to glucocorticoid therapy is predictive of inferior outcome.
The content of this RSS Feed (c) The Royal Society of Chemistry

Palladium-catalysed oxidative cross-esterification between two alcohols

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6154-6157
DOI: 10.1039/C5OB00677E, CommunicationJianhui Xia, Ailong Shao, Shan Tang, Xinlong Gao, Meng Gao, Aiwen Lei
Oxidative cross-esterification between two alcohols was achieved by using PdCl2(PPh3)2 as the sole catalyst and benzyl chloride as the oxidant.
The content of this RSS Feed (c) The Royal Society of Chemistry

Synthesis of 4(3H)quinazolinimines by reaction of (E)-N-(aryl)-acetimidoyl or -benzimidoyl chloride with amines

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6183-6193
DOI: 10.1039/C5OB00444F, PaperCelso Quintero, Mauricio Valderrama, Alexandra Becerra, Constantin G. Daniliuc, Rene S. Rojas
The reaction of (E)-N-(2-cyanophenyl)benzimidoyl chloride with substituted anilines, chiral amines, or diamine, getting fused quinazoliniminium heterocyclic compounds under mild reaction conditions.
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Scalable synthesis of the unusual amino acid segment (ADMOA unit) of marine anti-inflammatory peptide: solomonamide A

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6242-6248
DOI: 10.1039/C5OB00481K, PaperNerella Kavitha, Srivari Chandrasekhar
A new approach has been developed for the synthesis of the unusual amino acid segment (ADMOA unit) of solomonamide A starting from D-glucose.
The content of this RSS Feed (c) The Royal Society of Chemistry

Hydroxyethylene isosteres introduced in type II collagen fragments substantially alter the structure and dynamics of class II MHC Aq/glycopeptide complexes

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6203-6216
DOI: 10.1039/C5OB00395D, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Cecilia Lindgren, Ida E. Andersson, Lotta Berg, Doreen Dobritzsch, Changrong Ge, Sabrina Haag, Urszula Uciechowska, Rikard Holmdahl, Jan Kihlberg, Anna Linusson
Introduction of hydroxyethylene isosteres into glycopeptides led to loss of Aq affinity and subsequent T cell response due to disruption of hydrogen bond networks.
The content of this RSS Feed (c) The Royal Society of Chemistry

Intramolecular oxidative coupling: I2/TBHP/NaN3-mediated synthesis of benzofuran derivatives

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6158-6161
DOI: 10.1039/C5OB00577A, CommunicationWengang Xu, Qingcui Li, Chuanpeng Cao, Fanglin Zhang, Hua Zheng
A novel intramolecular oxidative coupling reaction has been established to prepare benzofuran derivatives via direct C(sp2)-H functionalization for the formation of C-O bonds. This transformation is mediated by I2/TBHP/NaN3 under metal-free conditions and a catalytic amount of NaN3 plays a crucial role in the reaction.
The content of this RSS Feed (c) The Royal Society of Chemistry

Identification of a novel class of covalent modifiers of hemoglobin as potential antisickling agents

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6353-6370
DOI: 10.1039/C5OB00367A, PaperA. M. Omar, M. A. Mahran, M. S. Ghatge, N. Chowdhury, F. H. A. Bamane, M. E. El-Araby, O. Abdulmalik, M. K. Safo
Aromatic aldehydes and ethacrynic acid (ECA) exhibit antipolymerization properties that are beneficial for sickle cell disease therapy.
The content of this RSS Feed (c) The Royal Society of Chemistry

Rhodium-catalyzed denitrogenative thioacetalization of N-sulfonyl-1,2,3-triazoles with disulfides: an entry to diverse transformation of terminal alkynes

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6149-6153
DOI: 10.1039/C5OB00638D, CommunicationHao Zhang, Hui Wang, Haijun Yang, Hua Fu
An efficient and useful rhodium-catalyzed denitrogenative thioacetalization of N-sulfonyl-1,2,3-triazoles has been developed for the first time and the corresponding hydrolytic and reductive products with thioacetals were obtained in good to excellent yields.
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2-Azanorbornane - a versatile chiral aza-Diels-Alder cycloadduct: preparation, applications in stereoselective synthesis and biological activity

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6116-6148
DOI: 10.1039/C5OB00173K, Review ArticleElzbieta Wojaczynska, Jacek Wojaczynski, Karolina Kleniewska, Mateusz Dorsz, Tomasz K. Olszewski
The review presents the achievements in the field of preparation of chiral 2-azanorbornyl derivatives and their application in various stereoselective reactions as well as in biomimetic studies.
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Lipid-membrane-incorporated hydrophobic photochromic molecules prepared by the exchange method using cyclodextrins

Org. and Biomol. Chem. - 3 June, 2015 - 16:54

Org. Biomol. Chem., 2015, 13,6175-6182
DOI: 10.1039/C5OB00240K, PaperAtsushi Ikeda, Shodai Hino, Kengo Ashizawa, Kouta Sugikawa, Jun-ichi Kikuchi, Manami Tsukamoto, Kazuma Yasuhara
It was found that the exchange method for the preparation of lipid-membrane-incorporated guest molecules was applicable to not only fullerenes but also other hydrophobic molecules such as azobenzene and stilbene.
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