Efficient and selective copper-catalyzed organic solvent-free and biphasic oxidation of aromatic gem-disubstituted alkenes to carbonyl compounds by tert-butyl hydroperoxide at room temperature

Efficient and selective copper-catalyzed organic solvent-free and biphasic oxidation of aromatic gem-disubstituted alkenes to carbonyl compounds by tert-butyl hydroperoxide at room temperature

Green Chem., 2014, 16,3013-3017
DOI: 10.1039/C3GC42624F, Communication
Md. Munkir Hossain, Wei-Kai Huang, Hung-Jie Chen, Pei-Han Wang, Shin-Guang Shyu
Biphasic Cu(II) catalyzed selective oxidative cleavage of aromatic gem-disubstituted alkenes to carbonyl compounds using tert-butyl hydroperoxide at room temperature.
Copper-catalyzed alkene oxidation to carbonyl compounds by tert-butyl hydroperoxide (TBHP) under organic solvent-free and biphasic conditions at room temperature is selective for the aromatic gem-disubstituted alkenes. Enhanced reactivity was observed in the presence of 2,9-dimethyl-1,10-phenanthroline (neocuproine). The reaction is economically attractive because the yield is high, and separation of products and recycling of the catalyst are easy.

ANTHONY MELVIN CRASTO

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amcrasto@gmail.com

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Cocrystals

New Drug Approvals

Abstract Image

Active pharmaceutical ingredients (APIs) are frequently delivered to the patient in the solid state as part of such dosage forms as tablets, capsules, etc.In this context the ability to deliver the drug to the patient in a safe, efficacious and cost-effective way depends largely on the physicochemical properties of the APIs in the solid state, and ……..read more

http://www.allfordrugs.com/cocrystals/

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This shouldn’t be a bitter pill to swallow.

Developing the Process

So  the headline caught your attention ? No, oh well, I may try harder next time……..or not.  I thought I might talk about crystallizations today and more specifically about pharmaceutical co-crystals.  If you followed my previous website, PHARMNBIOFUEL.COM, I know that I had covered this topic before.  The gist of using a pharmaceutical co-crystal is to enhance solubility, bioavailability, etc. by adding another chemical entity (this isn’t a salt) that crystallizes with the pharmaceutical of interest.  You can take a look at the following review to read about pharmaceutical co-crystals.

M. Li et al, “Pharmaceutical co-crystals: An Overview”, International Journal of Pharmaceutics, 419 (2011) 1-11, doi: 10.1016/j.ijpharm.2011.07.037

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Developing the Process

Occasionally,  I have reservations about posting some of the articles I present.  Sometimes,  they may not be too practical,  I don’t endorse it as an article that you should try to scale-up.  But I get excited about these findings and want to share, especially when there is a green, environmental angle.  I am trying to suggest some articles that are worth looking at.  Having written a bit of a disclaimer,  I thought this was a neat paper using water at elevated temperatures.  Although this was done on small scale, could it be used for industrial scale ?  I was thinking that using water at high temperature would have require enormous heating and cooling requirements. You would have to test the chemical stability of your substrate when using WET (water at elevated temperatures).   It, still, is an interesting read (at least to me).  What seems really neat is the ability to tune…

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