Borazine-Trifluoromethyl Adducts for Rapid, Room Temperature, and Broad Scope Trifluoromethylation

Nathaniel Szymczak reports on the use of borazine-trifluoromethyl adducts for trifluoromethylation reactions.

The trifluoromethyl functional group (CF3) is now routinely applied in drug discovery because it can increase the lipophilicity and metabolic stability of bioactive compounds. According to Professor Nathaniel Szymczak from the University of Michigan (Ann Arbor, USA), the introduction of this alkyl group presents unique challenges, compared to other alkyl groups, because reagents that are analogous to organolithium and organomagnesium compounds do not exist for CF3 analogues. The instability of Mg- and LiCF3 reagents has hindered progress in the development of new trifluoromethylation methodologies, and ninety years passed between the first nucleophilic methylations and the first efficient nucleophilic trifluoromethylations. The group of Professor Szymczak recently designed a new approach to CF3 reagents from an industrial waste gas.


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