Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Regioselective [small pi]-extension of indoles with rhodium enalcarbenoids - synthesis of substituted carbazoles

20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8641-8645
DOI: 10.1039/C4OB01693A, PaperKuldeep Singh Rathore, Mandeep Harode, Sreenivas Katukojvala
An efficient Rh(II) carboxylate and Bronsted acid catalyzed direct [small pi]-extension of indoles to 4-substituted carbazoles is developed.
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Pd(II)-catalyzed ligand controlled synthesis of pyrazole-4-carboxylates and benzo[b]thiophene-3-carboxylates

20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8619-8626
DOI: 10.1039/C4OB01576B, PaperYogesh Daulat Dhage, Hiroki Daimon, Cheng Peng, Taichi Kusakabe, Keisuke Takahashi, Yuichiro Kanno, Yoshio Inouye, Keisuke Kato
A simple change of the ligand and solvent allows controlled, effective switching between cyclization-carbonylation-cyclization-coupling (CCC-coupling) and cyclization-carbonylation reactions.
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A design strategy for small molecule-based targeted MRI contrast agents: their application for detection of atherosclerotic plaques

20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8611-8618
DOI: 10.1039/C4OB01270D, PaperShimpei Iwaki, Kazuya Hokamura, Mikako Ogawa, Yasuo Takehara, Yasuaki Muramatsu, Takehiro Yamane, Kazuhisa Hirabayashi, Yuji Morimoto, Kohsuke Hagisawa, Kazuhide Nakahara, Tomoko Mineno, Takuya Terai, Toru Komatsu, Tasuku Ueno, Keita Tamura, Yusuke Adachi, Yasunobu Hirata, Makoto Arita, Hiroyuki Arai, Kazuo Umemura, Tetsuo Nagano, Kenjiro Hanaoka
Atherosclerotic plaques were clearly visualized in T1-weighted MR images after intravenous injection of 2BDP3Gdin vivo.
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Synthesis of fluorescent 2,3,5,6-tetraalkynylpyridines by site-selective Sonogashira-reactions of 2,3,5,6-tetrachloropyridines

20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,8627-8640
DOI: 10.1039/C4OB01292E, PaperPeter Ehlers, Andranik Petrosyan, Antje Neubauer, Timo Brose, Stefan Lochbrunner, Tariel V. Ghochikyan, Ashot S. Saghyan, Peter Langer
4-Substituted 2,3,5,6-tetraalkynylpyridines were prepared by tetra-fold Sonogashira reactions of the corresponding 2,3,5,6-tetrachloropyridines.
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2-Alkynylbenzaldoxime: a versatile building block for the generation of N-heterocycles

18 October, 2014 - 08:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01618A, Review ArticleLinman He, Hongming Nie, Guanyinsheng Qiu, Yueqiu Gao, Jie Wu
Recent advancement in the generation of N-heterocycles starting from 2-alkynylbenzaldoximes via tandem reactions is described based on different reaction types.
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Lewis acid promoted construction of chromen-4-one and isoflavone scaffolds via regio- and chemoselective domino Friedel-Crafts acylation/Allan-Robinson reaction

18 October, 2014 - 08:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01743A, PaperTanmoy Chanda, Sushobhan Chowdhury, Suvajit Koley, Namrata Anand, Maya Shankar Singh
An efficient one-pot synthesis of chromen-4-ones and isoflavones is achieved directly from phenols via the regio- and chemoselective domino Friedel-Crafts acylation/Allan-Robinson reaction.
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Effects of side chains on DNA binding, cell permeability, nuclear localization and cytotoxicity of 4-aminonaphthalimides

18 October, 2014 - 08:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01274G, PaperJin Zhou, Ang Chang, Linlin Wang, Ying Liu, Xiangjun Liu, Dihua Shangguan
The guanidinoethyl group increases DNA binding, and decreases the cell permeability and cytotoxity; the dimethylaminopropyl group enhances the cell permeability and cytotoxity.
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Diversity-oriented synthesis of medicinally important 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Tic) derivatives and higher analogs

18 October, 2014 - 08:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01446D, Review ArticleSambasivarao Kotha, Deepak Deodhar, Priti Khedkar
This review provides an account of strategies for building diverse Tic derivatives suitable for the syntheses of medicinally important molecules.
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Decarboxylative allylations of ester enolate equivalents

18 October, 2014 - 08:54

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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Towards novel efficient and stable nuclear import signals: synthesis and properties of trimethylguanosine cap analogs modified within the 5[prime or minute],5[prime or minute]-triphosphate bridge

16 October, 2014 - 08:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01579G, PaperMalgorzata Zytek, Joanna Kowalska, Maciej Lukaszewicz, Blazej A. Wojtczak, Joanna Zuberek, Aleksandra Ferenc-Mrozek, Edward Darzynkiewicz, Anna Niedzwiecka, Jacek Jemielity
A study of methylenebisphosphonate, imidodiphosphate, phosphorothioate and boranophosphate TMG cap analogs.
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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 - 08:17

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 - 08:17

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 - 08:17

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 - 08:17

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 - 08:17

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 - 08:17

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 - 08:17

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 - 08:17

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 - 08:17

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 - 08:17

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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