Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Decarboxylative allylations of ester enolate equivalents

18 October, 2014 - 07:54

Org. Biomol. Chem., 2014, 12,8386-8389
DOI: 10.1039/C4OB01752H, CommunicationYamuna Ariyarathna, Jon A. Tunge
A variety of ester enolate equivalents are generated in situ and undergo [small alpha]-allylation in high yields via palladium-catalyzed decarboxylative allylation.
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Silver-catalyzed carbonphosphonation of [small alpha],[small alpha]-diaryl allylic alcohols: synthesis of [small beta]-aryl-[gamma]-ketophosphonates

16 October, 2014 - 07:17

Org. Biomol. Chem., 2014, 12,8394-8397
DOI: 10.1039/C4OB01739K, CommunicationXia Mi, Chenyang Wang, Mengmeng Huang, Yusheng Wu, Yangjie Wu
Silver-catalyzed carbonphosphonation of [small alpha],[small alpha]-diaryl allylic alcohols is achieved.
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5-Nitroindole oligonucleotides with alkynyl side chains: universal base pairing, triple bond hydration and properties of pyrene "click" adducts

16 October, 2014 - 07:17

Org. Biomol. Chem., 2014, 12,8519-8532
DOI: 10.1039/C4OB01478B, PaperSachin A. Ingale, Peter Leonard, Haozhe Yang, Frank Seela
Universal base pairing of 5-nitroindole oligonucleotides with alkynyl and pyrene functionalized side chains was demonstrated.
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An efficient route to synthesize isatins by metal-free, iodine-catalyzed sequential C(sp3)-H oxidation and intramolecular C-N bond formation of 2[prime or minute]-aminoacetophenones

16 October, 2014 - 07:17

Org. Biomol. Chem., 2014, 12,8512-8518
DOI: 10.1039/C4OB01564A, PaperVenkatachalam Rajeshkumar, Selvaraj Chandrasekar, Govindasamy Sekar
A novel molecular I2-catalyzed synthesis of isatins through C(sp3)-H oxidation and intramolecular C-N bond formation of 2[prime or minute]-aminoacetophenones has been developed.
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An intermolecular C-H functionalization method for the synthesis of 3-hydroxy-2-oxindoles

16 October, 2014 - 07:17

Org. Biomol. Chem., 2014, 12,8390-8393
DOI: 10.1039/C4OB01643B, CommunicationJinsen Chen, Chao Song, Pei Chen, Jin Zhu
An intermolecular C-H functionalization with a denitrosation-triggered cyclization method is developed for the synthesis of 3-hydroxy-2-oxindoles.
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Aerobic oxysulfonylation of alkenes using thiophenols: an efficient one-pot route to [small beta]-ketosulfones

16 October, 2014 - 07:17

Org. Biomol. Chem., 2014, 12,8550-8554
DOI: 10.1039/C4OB00776J, PaperAtul K. Singh, Ruchi Chawla, Twinkle Keshari, Vinod K. Yadav, Lal Dhar S. Yadav
A direct and efficient one-pot synthetic route to [small beta]-ketosulfones via aerobic oxysulfonylation of alkenes using thiophenols at an ambient temperature is reported.
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Insights into the programmed ketoreduction of partially reducing polyketide synthases: stereo- and substrate-specificity of the ketoreductase domain

16 October, 2014 - 07:17

Org. Biomol. Chem., 2014, 12,8542-8549
DOI: 10.1039/C4OB01777C, PaperIshin Soehano, Lifeng Yang, Feiqing Ding, Huihua Sun, Zhen Jie Low, Xuewei Liu, Zhao-Xun Liang
Evidence are provided to support that partially reducing polyketide synthases achieve programmed ketoreduction by differential recognition of polyketide intermediates.
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Multi-channel colorimetric and fluorescent probes for differentiating between cysteine and glutathione/homocysteine

16 October, 2014 - 07:17

Org. Biomol. Chem., 2014, 12,8422-8427
DOI: 10.1039/C4OB01219D, PaperLun Song, Ti Jia, Wenjia Lu, Nengqin Jia, Weibing Zhang, Junhong Qian
Three fluorescent probes were rationally designed to discriminate between Cys and GSH/Hcy. Cys and GSH can be differentiated by the naked eye.
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Two-channel dansyl/tryptophan emitters with a cholic acid bridge as reporters for local hydrophobicity within supramolecular systems based on bile salts

16 October, 2014 - 07:17

Org. Biomol. Chem., 2014, 12,8499-8504
DOI: 10.1039/C4OB01394H, PaperM. Gomez-Mendoza, M. Luisa Marin, Miguel A. Miranda
Simultaneous emission from the Trp and Dns fluorophores of linked dyads in biomimetic media is quenched by iodide anions with rate constants that depend on the local hydrophobicity.
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ent-Kaurane-based regio- and stereoselective inverse electron demand hetero-Diels-Alder reactions: synthesis of dihydropyran-fused diterpenoids

16 October, 2014 - 07:17

Org. Biomol. Chem., 2014, 12,8442-8452
DOI: 10.1039/C4OB01040J, PaperChunyong Ding, Lili Wang, Haijun Chen, Christopher Wild, Na Ye, Ye Ding, Tianzhi Wang, Mark A. White, Qiang Shen, Jia Zhou
A mild and concise approach for the construction of a 3,4-dihydro-2H-pyran ring integrated into the A-ring of the natural product oridonin is reported herein.
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A general Pd/Cu-catalyzed C-H heteroarylation of 3-bromoquinolin-2(1H)-ones

16 October, 2014 - 07:17

Org. Biomol. Chem., 2014, 12,8533-8541
DOI: 10.1039/C4OB01610F, PaperAlexandre Bruneau, Jean-Daniel Brion, Samir Messaoudi, Mouad Alami
The Pd(OAc)2/CuI system effectively catalyzes the coupling of 3-bromoquinolin-2(1H)-ones with a series of azoles to give 3-(heteroaryl)quinolin-2(1H)-ones in good yields.
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The mechanism and regioselectivity of gold(I) or platinum(II) catalyzed intramolecular hydroarylation to pyrrolopyridinones and pyrroloazepinones

16 October, 2014 - 07:17

Org. Biomol. Chem., 2014, 12,8433-8441
DOI: 10.1039/C4OB00894D, PaperRan Fang, Xiaoxiao Wei, Lizi Yang
Pyrrolopyridinones and pyrroloazepinones can be prepared through gold(I) or platinum(II) catalysis. These interesting gold(I) or platinum(II) catalyses are fully supported by a computational study justifying the formation of each intermediate.
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Direct synthesis of polysubstituted 2-aminothiophenes by Cu(II)-catalyzed addition/oxidative cyclization of alkynoates with thioamides

16 October, 2014 - 07:17

Org. Biomol. Chem., 2014, 12,8473-8479
DOI: 10.1039/C4OB01534G, PaperLi-Shi Ge, Zheng-Lin Wang, Xing-Lan An, Xiaoyan Luo, Wei-Ping Deng
Cu(II)-catalyzed addition/oxidative cyclization of thioamides with alkynoates affords structurally important 2-aminothiophenes in moderate to excellent yields.
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Facile synthesis of antimalarial 1,2-disubstituted 4-quinolones from 1,3-bisaryl-monothio-1,3-diketones

16 October, 2014 - 07:17

Org. Biomol. Chem., 2014, 12,8555-8561
DOI: 10.1039/C4OB01455C, PaperAjjampura C. Vinayaka, Maralinganadoddi P. Sadashiva, Xianzhu Wu, Sergei S. Biryukov, Jose A. Stoute, Kanchugarakoppal S. Rangappa, D. Channe Gowda
A novel strategy is developed to access excellent antimalarial 1,2-disubstituted 4-quinolones in high yield starting from 1,3-bisaryl-monothio-1,3-diketone using Pd(OAc)2 as a catalyst without any ligand requirement.
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Oxyma-B, an excellent racemization suppressor for peptide synthesis

16 October, 2014 - 07:17

Org. Biomol. Chem., 2014, 12,8379-8385
DOI: 10.1039/C4OB01612B, CommunicationYahya E. Jad, Sherine N. Khattab, Beatriz G. de la Torre, Thavendran Govender, Hendrik G. Kruger, Ayman El-Faham, Fernando Albericio
Oxyma-B, a superb additive for the control of optical purity during the synthesis of peptides.
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Direct C-H bond arylation of fluorenes with aryl chlorides catalyzed by N-heterocyclic carbene-palladium(II)-1-methylimidazole complex and further transformation of the products in a one-pot procedure

16 October, 2014 - 07:17

Org. Biomol. Chem., 2014, 12,8488-8498
DOI: 10.1039/C4OB01594K, PaperYa-Yun Ji, Li-Li Lu, Yu-Chun Shi, Li-Xiong Shao
Direct C-H arylation of fluorenes with aryl chlorides and transformation of the products in a one-pot procedure was reported.
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Concise synthesis of 2,4-disubstituted thiazoles from [small beta]-azido disulfides and carboxylic acids or anhydrides: asymmetric synthesis of cystothiazole C

16 October, 2014 - 07:17

Org. Biomol. Chem., 2014, 12,8453-8461
DOI: 10.1039/C4OB01460J, PaperYi Liu, Xue Sun, Xing Zhang, Jun Liu, Yuguo Du
A novel and efficient method for one-pot synthesis of 2,4-disubstituted thiazoles from carboxylic acids or anhydrides is established. Based on this new methodology, the total synthesis of the bis-2,4-disubstituted bis(thiazoles) natural product cystothiazole C is also presented.
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HBTU mediated 1-hydroxybenzotriazole (HOBt) conjugate addition: synthesis and stereochemical analysis of [small beta]-benzotriazole N-oxide substituted [gamma]-amino acids and hybrid peptides

16 October, 2014 - 07:17

Org. Biomol. Chem., 2014, 12,8462-8472
DOI: 10.1039/C4OB01548G, PaperSachitanand M. Mali, Mothukuri Ganesh Kumar, Mona M. Katariya, Hosahudya N. Gopi
Synthesis and conformational analysis of [small beta]-benzotriazole N-oxide ([small beta]-BtO) substituted [gamma]-amino acids by direct conjugate addition of HOBt to E-vinylogous [gamma]-amino acids are reported.
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Stereocontrolled lithiation/trapping of chiral 2-alkylideneaziridines: investigation into the role of the aziridine nitrogen stereodynamics

14 October, 2014 - 06:54

Org. Biomol. Chem., 2014, 12,8505-8511
DOI: 10.1039/C4OB01457J, PaperRosmara Mansueto, Leonardo Degennaro, Jean-Francois Briere, Karen Griffin, Michael Shipman, Saverio Florio, Renzo Luisi
The origin of the stereoselectivity in the lithiation/trapping of 2-alkylideneaziridines bearing a chiral group as the nitrogen substituent was investigated.
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New ganglio-tripod amphiphiles (TPAs) for membrane protein solubilization and stabilization: implications for detergent structure-property relationships

14 October, 2014 - 06:54

Org. Biomol. Chem., 2014, 12,8480-8487
DOI: 10.1039/C4OB01375A, PaperPil Seok Chae, Hyoung Eun Bae, Muhammad Ehsan, Hazrat Hussain, Jin Woong Kim
This study introduces new ganglio-TPAs with enhanced efficacy for membrane protein solubilization and stabilization compared to conventional detergents.
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