Electrochemistry
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- Diversinate Update
Since our first report in 2011 on the trifluoromethylation of heterocycles, sulfinate chemistry has been demonstrated to be a useful tool for drug discovery. The lab extended this chemistry beyond trifluoromethyl radicals to a whole host of...
- J. Org. Chem. Is The New Zh. Org. Khim!
They used to say that if you thought you had discovered something new in chemistry, you didn't speak Russian. That is, chances are your "new" discovery was buried somewhere in the Russian Journal of Organic Chemistry, abbreviated Zh. Org. Khim. Well,...
- Functionalized Olefin Cross-coupling
Figure 1. Functionalized olefin cross-coupling at a glance. The last paper of the year from the inner depths of our lab has made its way out earlier today. It’s the bigger brother of our reductive olefin coupling paper from January. In a nutshell, reductive...
- Tfdo Synthesis Procedure
TFDO aka methyl(trifluoromethyl)dioxirane is a very powerful reagent for the C–H oxidation of unactivated alkanes. Unfortunately, it is not commercially available and consequently needs to be prepared. Due to the volatility of TFDO, its preparation...
- The Difluoroethylator?
Over the past few years our laboratory has become interested in the radical functionalization of heterocycles. This started with arylboronic acids as radical precursors but recently developed into alkylsulfinate chemistry. The latest addition to our list...
Electrochemistry
Magic Methyl Effect
Character picture taken from “Wreck It Ralph”
This week, the newest paper in our sulfinate chemistry series was published online, featuring a radical-based C–H methylation of heterocycles. Indeed, as we embarked on “mission methylation,” we were mesmerized by the “magic methyl effect” where appending a single methyl group in the appropriate place could improve the biological activities of pharmaceuticals as much as 100-fold. (See the elegant review by Tim Cernak: Angew.Chem. Int. Ed. 2013, 52, 12256; there are also two interesting blog entries “In the Pipeline” about the Magic Methyl Group in 2011and 2013.
Read more »
- Diversinate Update
Since our first report in 2011 on the trifluoromethylation of heterocycles, sulfinate chemistry has been demonstrated to be a useful tool for drug discovery. The lab extended this chemistry beyond trifluoromethyl radicals to a whole host of...
- J. Org. Chem. Is The New Zh. Org. Khim!
They used to say that if you thought you had discovered something new in chemistry, you didn't speak Russian. That is, chances are your "new" discovery was buried somewhere in the Russian Journal of Organic Chemistry, abbreviated Zh. Org. Khim. Well,...
- Functionalized Olefin Cross-coupling
Figure 1. Functionalized olefin cross-coupling at a glance. The last paper of the year from the inner depths of our lab has made its way out earlier today. It’s the bigger brother of our reductive olefin coupling paper from January. In a nutshell, reductive...
- Tfdo Synthesis Procedure
TFDO aka methyl(trifluoromethyl)dioxirane is a very powerful reagent for the C–H oxidation of unactivated alkanes. Unfortunately, it is not commercially available and consequently needs to be prepared. Due to the volatility of TFDO, its preparation...
- The Difluoroethylator?
Over the past few years our laboratory has become interested in the radical functionalization of heterocycles. This started with arylboronic acids as radical precursors but recently developed into alkylsulfinate chemistry. The latest addition to our list...