Royal Society of Chemistry

Total synthesis of the cyclic monoterpenoid pyrano[3,2-a]carbazole alkaloids derived from 2-hydroxy-6-methylcarbazole

Org. and Biomol. Chem. - 10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6490-6499
DOI: 10.1039/C4OB01151A, PaperCemena Gassner, Ronny Hesse, Arndt W. Schmidt, Hans-Joachim Knolker
The synthesis of seven pyrano[3,2-a]carbazole alkaloids has been achieved using their putative biogenetic precursor 2-hydroxy-6-methylcarbazole as key intermediate.
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Stereoselective one-pot synthesis of [small beta]-alkylsulfide enol esters. Base-triggered rearrangement under mild conditions

Org. and Biomol. Chem. - 10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6516-6526
DOI: 10.1039/C4OB01011F, PaperAdrian A. Heredia, Silvia M. Soria-Castro, Lydia M. Bouchet, Gabriela Oksdath-Mansilla, Cecilia A. Barrionuevo, Daniel A. Caminos, Fabricio R. Bisogno, Juan E. Arguello, Alicia B. Penenory
(Z)-Vinyl sulfides are easily synthesised through a multicomponent reaction. An intramolecular S,O-acyl migration accounts for the observed stereoselectivity.
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Synthesis of 3,3-disubstituted-2,3-dihydroazanaphthoquinones via simultaneous alkyne oxidation and nitrile hydration of ortho-alkynylarenenitriles

Org. and Biomol. Chem. - 10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6440-6446
DOI: 10.1039/C4OB00852A, PaperKaruppusamy Sakthivel, Kannupal Srinivasan
Simultaneous activation of alkynes and nitriles in o-alkynylarenenitriles in the presence of Pd(OAc)2/H2O/(+/-)-CSA afforded 3,3-disubstituted-2,3-dihydroazanaphthoquinones in moderate to excellent yields.
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C-H arylation of azaheterocycles: a direct ligand-free and Cu-catalyzed approach using diaryliodonium salts

Org. and Biomol. Chem. - 10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6340-6344
DOI: 10.1039/C4OB01061B, CommunicationDalip Kumar, Meenakshi Pilania, V. Arun, Savita Pooniya
An efficient and high yielding Cu-catalyzed direct C-H arylation of oxadiazoles, thiadiazoles, benzoxazoles and benzothiazoles has been achieved by employing easily accessible diaryliodonium salts.
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P,N,N-Pincer nickel-catalyzed cross-coupling of aryl fluorides and chlorides

Org. and Biomol. Chem. - 10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6414-6424
DOI: 10.1039/C4OB01041H, PaperDan Wu, Zhong-Xia Wang
P,N,N-Pincer nickel was demonstrated to effectively catalyze cross-coupling of aryl fluorides and chlorides with aryl magnesium or zinc reagents.
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A "click" chemistry constructed affinity system for 2-oxoglutaric acid receptors and binding proteins

Org. and Biomol. Chem. - 10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6470-6475
DOI: 10.1039/C4OB01005A, PaperYang Wang, Zeinab Assaf, Xinjun Liu, Fabio Ziarelli, Amel Latifi, Otmane Lamrabet, Gilles Quelever, Fanqi Qu, Cheng-Cai Zhang, Ling Peng
An ingenious and robust affinity resin to capture the 2-oxoglutaric acid binding proteins was constructed via "click" chemistry and validated using a known 2-OG receptor in cell lysate.
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Facile access to amides and hydroxamic acids directly from nitroarenes

Org. and Biomol. Chem. - 10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6465-6469
DOI: 10.1039/C4OB01155D, PaperShreyans K. Jain, K. A. Aravinda Kumar, Sandip B. Bharate, Ram A. Vishwakarma
Herein, we report a new method for synthesis of amides and hydroxamic acids directly from nitroarenes and aldehydes.
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Synthesis and properties of oligonucleotides modified with 2[prime or minute]-O-(2-carboxyethyl)nucleotides and their carbamoyl derivatives

Org. and Biomol. Chem. - 10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6457-6464
DOI: 10.1039/C4OB01260G, PaperTakeshi Yamada, Yoshiaki Masaki, Natsuki Okaniwa, Takashi Kanamori, Akihiro Ohkubo, Hirosuke Tsunoda, Kohji Seio, Mitsuo Sekine
2[prime or minute]-O-Methyl oligoribonucleotides with four kinds of 2[prime or minute]-O-modified uridine derivatives were synthesised.
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Multicomponent reaction of chalcones, malononitrile and DMF leading to [gamma]-ketoamides

Org. and Biomol. Chem. - 10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6389-6392
DOI: 10.1039/C4OB00971A, PaperEnxiang Wei, Bing Liu, Shaoxia Lin, Fushun Liang
An efficient synthesis of [gamma]-ketoamides was developed by the one-pot multicomponent reaction of chalcones, malononitrile and DMF (as both the reactant and solvent) in the presence of NaOH (3.0 equiv.). The reaction features high atom economy, easily available starting materials, operational simplicity, and good tolerance with diverse functional groups.
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Tautomerisation of thymine acts against the Huckel 4N + 2 rule. The effect of metal ions and H-bond complexations on the electronic structure of thymine

Org. and Biomol. Chem. - 10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6476-6483
DOI: 10.1039/C4OB00964A, PaperOlga A. Stasyuk, Halina Szatylowicz, Tadeusz M. Krygowski
Not necessarily the [small pi]-electron delocalization is responsible for the stability of thymine tautomers.
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Rational design of a new fluorescent 'ON/OFF' xanthene dye for phosphate detection in live cells

Org. and Biomol. Chem. - 10 August, 2014 - 14:54

Org. Biomol. Chem., 2014, 12,6432-6439
DOI: 10.1039/C4OB00951G, PaperA. Martinez-Peragon, D. Miguel, A. Orte, A. J. Mota, M. J. Ruedas-Rama, J. Justicia, J. M. Alvarez-Pez, J. M. Cuerva, L. Crovetto
A new fluorescein derivative with ON/OFF features, 9-[1-(4-tert-butyl-2-methoxyphenyl)]-6-hydroxy-3H-xanthen-3-one (Granada Green, GG), was designed and synthesised.
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Cu2O Template Synthesis of High-Performance PtCu Alloy Yolk-Shell Cube Catalysts for Direct Methanol Fuel Cells

Chem. Commun. - 9 August, 2014 - 18:54
Chem. Commun., 2014, Accepted Manuscript
DOI: 10.1039/C4CC04108A, CommunicationSheng-Hua Ye, Xu-Jun He, Liang-Xin Ding, Zheng-Wei Pan, Ye-Xiang Tong, mingmei Wu, Gao-Ren Li
Cu2O yolk-shell cubes are firstly fabricated via combining ZnO-assisted electrodeposition with Ostwald ripening and their formation mechanism is studied. Then novel PtCu alloy yolk-shell cubes were fabricated via the disproportionation...
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From historic review to horizon beyond: Lithium-Sulphur batteries run on the wheels

Chem. Commun. - 9 August, 2014 - 18:54
Chem. Commun., 2014, Accepted Manuscript
DOI: 10.1039/C4CC05109B, Feature ArticleRenjie Chen, Teng Zhao, Feng Wu
In terms of sustainable development and environmental issues, design and fabrication of efficient energy storage device will be more critical in the future than at any time in the past....
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An efficient, Schiff-base derivative for selective fluorescence sensing of Zn2+ ions: quantum chemical calculation appended by real sample application and cell imaging study

Org. and Biomol. Chem. - 8 August, 2014 - 14:17

Org. Biomol. Chem., 2014, 12,6447-6456
DOI: 10.1039/C4OB00732H, PaperSayantani Chall, Soumya Sundar Mati, Saugata Konar, Dipti Singharoy, Subhash Chandra Bhattacharya
Fluorescence based sensitive detection of the second most abundant metal ion (Zn2+) was established using a newly synthesized Schiff-base ligand, PyHP.
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Enantioselective synthesis of [small alpha],[small alpha]-difluoro-[small beta]-lactams using amino alcohol ligands

Org. and Biomol. Chem. - 8 August, 2014 - 14:17

Org. Biomol. Chem., 2014, 12,6484-6489
DOI: 10.1039/C4OB01184H, PaperAtsushi Tarui, Takeshi Ikebata, Kazuyuki Sato, Masaaki Omote, Akira Ando
A practical and highly enantioselective Reformatsky reaction of ethyl bromodifluoroacetate with imines using a cheap and commercially available amino alcohol ligand is described.
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Enantioselective synthesis of [gamma]-tetrasubstituted nitrosulfonyl carboxylates and amides viaL-tert-leucine-derived-squaramide catalyzed conjugate addition of nitrosulfones to acrylates and acrylamides

Org. and Biomol. Chem. - 8 August, 2014 - 14:17

Org. Biomol. Chem., 2014, 12,6425-6431
DOI: 10.1039/C4OB00344F, PaperKalisankar Bera, Irishi N. N. Namboothiri
A t-leucine-derived squaramide catalyzed reaction of [small alpha]-nitrosulfones with acrylates/acrylamides provides [gamma]-tetrasubstituted [gamma]-nitro-[gamma]-sulfonyl carboxylates/amides in excellent yield and enantioselectivity.
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Encapsulation and Stabilization of Polyoxometalates in Self-Assembled Supramolecular Hydrogels

Dalton Transactions - 7 August, 2014 - 01:17
Dalton Trans., 2014, Accepted Manuscript
DOI: 10.1039/C4DT01372G, CommunicationVamangi M Pandya, Ulrich Kortz, Sachin Arun Joshi
We have encapsulated the polyoxoanions [P2W18O62]6- and [P2W15V3O62]9- in a self-assembled carboxy-methyl-chitosan (CMC) hydrogel, exhibiting a regular super-structure in water at physiological pH. We performed stability studies as a function...
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Electrochemical and theoretical analysis of the reactivity of shikonin derivatives: dissociative electron transfer in esterified compounds

Org. and Biomol. Chem. - 6 August, 2014 - 13:54

Org. Biomol. Chem., 2014, 12,6393-6398
DOI: 10.1039/C4OB01207K, PaperGeorgina Armendariz-Vidales, Carlos Frontana
Electrochemical and theoretical analysis of Shikonin derivatives revealed that for esterified compounds, a dissociative electron transfer process occurs.
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An unusual mulinane diterpenoid from the Chilean plant Azorella trifurcata (Gaertn) Pers

Org. and Biomol. Chem. - 6 August, 2014 - 13:54

Org. Biomol. Chem., 2014, 12,6406-6413
DOI: 10.1039/C4OB00966E, PaperCarlos Areche, Beatriz Sepulveda, Aurelio San Martin, Olimpo Garcia-Beltran, Mario Simirgiotis, Alvaro Canete
An unusual mulinane diterpenoid named 7[small alpha]-acetoxy-9-epi-13[small beta]-hydroxymulinane was isolated from A. trifurcate. This compound possesses a new trans-syn-trans arrangement in a tricyclic ring system not previously encountered in nature.
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Efficient asymmetric synthesis of N-protected-[small beta]-aryloxyamino acids via regioselective ring opening of serine sulfamidate carboxylic acid

Org. and Biomol. Chem. - 6 August, 2014 - 13:54

Org. Biomol. Chem., 2014, 12,6507-6515
DOI: 10.1039/C4OB01047G, PaperRajesh Malhotra, Tushar K. Dey, Swarup Dutta, Sourav Basu, Saumen Hajra
First regioselective ring opening of serine derived cyclic sulfamidate with ArONa is developed to provide an easy and direct access of a variety of N-Boc- and N-PMB protected [small beta]-aryloxy-[small alpha]-amino acids with complete retention of enantiopurity in moderate to high yields.
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