Boron vapour trail leads to heterofullerenes

The simple route to borafullerenes could open up an interesting new avenue of heterofullerene research © Wiley-VCH

http://www.rsc.org/chemistryworld/2012/12/boron-fullerene-heterofullerene-atom-exchange

A team of scientists has developed a simple way to synthesise heterofullerenes – fullerenes with atoms other than carbon in their structure – by exposing fullerenes to boron vapour during their growth. They found that atom exchange with a carbon takes place to form a derivative known as borafullerene. The team believes the process can be easily scaled up and applied to other all-carbon analogues including nanotubes or graphene.

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http://www.rsc.org/chemistryworld/2012/12/boron-fullerene-heterofullerene-atom-exchange

Nickel-Catalyzed Suzuki–Miyaura Couplings in Green Solvents

Nickel-Catalyzed Suzuki–Miyaura Couplings in Green Solvents

Stephen D. Ramgren, Liana Hie, Yuxuan Ye, and Neil K. Garg

Department of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095-1569, United States

Org. Lett., Article ASAP

Publication Date (Web): July 23, 2013 (Letter)

DOI: 10.1021/ol401727y

http://pubs.acs.org/doi/abs/10.1021/ol401727y

The nickel-catalyzed Suzuki–Miyaura coupling of aryl halides and phenol-derived substrates with aryl boronic acids using green solvents, such as 2-Me-THF and tert-amyl alcohol, is reported. This methodology employs the commercially available and air-stable precatalyst, NiCl2(PCy3)2, and gives biaryl products in synthetically useful to excellent yields. Using this protocol, bis(heterocyclic) frameworks can be assembled efficiently.

Brevetoxin synthesis

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Anthony crasto brevetoxin synthesis from ANTHONY MELVIN CRASTO Ph.D

One-Pot Approach to α,β-Unsaturated Carboxylic Acids

 

One-Pot Approach to α,β-Unsaturated Carboxylic Acids

Carboxylation of alkynes with carbon dioxide in a one-pot approach could become a practical route to unsaturated carboxylic acids
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Concise Total Synthesis of a Newly Discovered Alkaloid

 

A concise synthesis of a novel alkaloid natural product with the pyrroloindoloquinazoline skeleton has been devised
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Nano-Technoloogy Makes Medicine Greener

The ultra small nanoreactors have walls made of lipids. During their fusion events volumes of one billionth of a billionth of a liter were transferred between nanoreactors allowing their cargos to mix and react chemically. We typically carried out a million of individual chemical reactions per cm2 in not more than a few minutes. (Credit: Image courtesy of University of Copenhagen)http://www.sciencedaily.com/releases/2011/11/111103132357.htm

 Researchers at the University of Copenhagen are behind the development of a new method that will make it possible to develop drugs faster and greener. Their work promises cheaper medicine for consumers.

Over the last 5 years the Bionano Group at the Nano-Science Center and the Department of Neuroscience and Pharmacology at the University of Copenhagen has been working hard to characterise and test how molecules react, combine together and form larger molecules, which can be used in the development of new medicine.http://www.sciencedaily.com/releases/2011/11/111103132357.htm

The first total synthesis of fuscain

First total synthesis of fuscain

Fuscain is a new furanolactam isolated from the sponge Phacellis fusca from the South China Sea. Furan analogues isolated from marine organisms have valuable medicinal properties. The first total synthesis of fuscain is reported in Journal of Chemical Research December issue. The key step in the synthesis is the formation of seven-membered lactam by acylation of a furan ring using the mild Lewis acid CuSO₄•5H₂O.

Fuscain, a new furanolactam which was originally isolated from the sponge Phacellis fusca collected in South China Sea, showed a moderate cytotoxicity toward P388 and L1210 cell lines. The same sponge yielded three pyrrololactam alkaloids: saldisin, 2-bromoaldisin and debromohymenialdisin.2 Recently, furan analogues isolated from marine organisms have shown anticancer,3–5 antibacterial,6 anticoagulant, antifungal, antimalarial,  antiplatelet, antituberculosis and antiviral activities11. Aldisin-based derivatives can be easily synthesised. However, it is still a challenge to synthesise fuscain. Hence the biological effects of fuscain and its derivatives on cell cycle progression and antitumour activities have rarely been reported. The synthetic route to fuscain is shown below.

The key step is an intramolecular Friedel–Crafts cyclisation to form the seven-membered ring. Various Lewis acids (polyphosphoric acid, POCl3, polyphosphoric acid–acetic acid, POCl3–P2O5, TFA or MSA) have been reported for Friedel– Crafts cyclisation.13,14. Initially, we selected PPA and P2O5 as catalysts but no product was obtained. Because of the structural difference between Alidisin and fuscain, the aromaticity of furan ring is less than a pyrrole ring, and a furan ring usually polymerised under acidic conditions, we selected a relatively mild Lewis acid CuSO4•5H2O to complete the intramolecular cyclisation to form fuscain.

Source: Journal of Chemical Research, Volume 36, Number 12, December 2012 , pp. 736-737(2)

doi: 10.3184/174751912X13528167435099

Yuan-wei Liang, Xiao-jian Liao, Chang-jun Wang, Jin-zhi Guo, Shuo Li and Shi-hai Xu*
Department of Chemistry, Jinan University, Guangzhou 510632, P. R. China

http://stl.publisher.ingentaconnect.com/content/stl/jcr/2012/00000036/00000012/art00016

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