Carbon Trifluoromethylation (IOC 49)

In this video, I discuss the radical, nucleophilic, and electrophilic trifluoromethylation in C-CF3 bond forming reactions.

  / thatchemist  

Community Discord -   / discord  

I forgot to mention in the video that the Ritter lab developed a TTF-CF3 reagent, which is promising as a versatile trifluoromethylating agent: https://doi.org/10.1021/jacs.1c02606

----------------------------------------------------------------------------------------------------------------------------------
Links to articles discussed in this episode:

Xe - https://www.doi.org/10.2174/978160805...
radical CF3 review - https://www.doi.org/10.1039/D1CS00200G
OG Langlois - https://www.doi.org/10.1016/0040-4039...
Langlois review - https://www.doi.org/10.1002/slct.2021...
Caffeine - https://www.doi.org/10.1073/pnas.1109...
CF3SO2Cl - https://www.doi.org/10.1038/nature10647
CF3I - https://www.doi.org/10.1002/anie.2011...
TMS-CF3 review - https://www.doi.org/10.1021/cr400473a
CuCF3 review - https://www.doi.org/10.1055/s-0037-16...
Best CuCF3 - https://www.doi.org/10.1039/C6RA10302B
cat. copper - https://www.doi.org/10.1002/chem.2014...
CF3H - https://www.doi.org/10.1126/science.1...
Weibreb amide - https://www.doi.org/10.1039/C2CC35037H
ketone - https://www.doi.org/10.1002/ejoc.2011...
acyl phosphonium - https://www.doi.org/10.1002/chem.2021...
Trifluoromethylator - https://www.doi.org/10.1002/anie.2011...
silane - https://www.doi.org/10.1002/anie.2016...
Umemoto review - https://www.doi.org/10.1039/C4OB00671B
Togni review - https://www.doi.org/10.1021/cr500223h
Sulfoximinine - https://www.doi.org/10.1002/chem.2020...
alkenes - https://www.doi.org/10.1021/ja401022x
imidazolidinone - https://www.doi.org/10.1021/ja100748y
----------------------------------------------------------------------------------------------------------------------------------