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Trifluoromethylation [Synthetic Reagents]

The size of a fluorine atom is similar to a hydrogen atom but the electric property of it is more electronegative. So, by replacing a hydrogen atom of substances with a fluorine atom, their biological properties can be dramatically changed without a conformational change. Recently, the synthetic and biological studies of fluorinated molecules have attracted a lot of interest in the fields of pharmaceuticals and agrochemicals research. Especially, the synthetic study of the trifluoromethyl group-containing compounds is now actively proceeding.
As a method for direct trifluoromethylation, nucleophilic and electrophilic/radical fluorinating reactions are commonly used. Ruppert-Prakash reagent (= (trifluoromethyl)trimethylsilane) (Product No. T0570) is the most popular nucleophilic trifluoromethylating reagent and which readily reacts with a fluoride ion to release the trifluoromethylanion species. This active species shows nucleophilicity and reacts with carbonyl compounds to proceed with the trifluoromethylation.1) Also, the nucleophilic trifluoromethylation of aromatic halides can be performed with the use of copper catalysts.2)
The study of electrophilic trifluoromethylations has lagged compared to that of nucleophilic trifluoromethylations. However, recently some reagents usable for electrophilic trifluoromethylation have been reported. Shibata et al. have developed an electrophilic α-trifluoromethylation of β-ketoesters using the fluorinated Johnson reagent (Product No. O0367).3) The hypervalent iodine(III)–CF3 reagents, Togni reagent (Product No. T2624) and Togni reagent II (Product No. T3014) developed by Togni et al., are widely used for trifluoromethylations of thiols, alcohols, phosphines, and heteroarenes.4) Also, Baran et al. have reported the radical trifluoromethylation of heteroarenes using the Langlois reagent (Product No. T2033) or zinc(II) bis(trifluoromethanesulfinate) (= Zn(SO2CF3)2) (Product No. Z0028) with tert-butyl hydroperoxide.5)

References

22 Results Found
  • 1(current)
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View:  List
Product Number D5889
CAS RN 1895006-01-5
Purity / Analysis Method: >98.0%(HPLC)

Product Number O0367
CAS RN 1046786-08-6
Purity / Analysis Method: >98.0%(HPLC)(N)

Product Number P2114
CAS RN 2923-16-2
Purity / Analysis Method: >98.0%(T)

Product Number P2195
CAS RN 426-58-4
Purity / Analysis Method: >98.0%(GC)

Product Number P2460
CAS RN 703-18-4
Purity / Analysis Method: >98.0%(GC)

Product Number T0433
CAS RN 407-25-0
Purity / Analysis Method: >98.0%(GC)

Product Number T1336
CAS RN 2923-18-4
Purity / Analysis Method: >98.0%(T)

Product Number T2764
CAS RN 120120-26-5
Purity / Analysis Method: >98.0%(GC)

Product Number T2883
CAS RN 325810-07-9
Purity / Analysis Method: >98.0%(T)

Product Number T4082
CAS RN 2833773-70-7
Purity / Analysis Method: >98.0%(T)(HPLC)

Product Number Z0028
CAS RN 39971-65-8
Purity / Analysis Method: >98.0%(T)

Product Number T1570
CAS RN 81290-20-2
Purity / Analysis Method: >97.0%(GC)

Product Number:   D5889 | Purity / Analysis Method:   >98.0%(HPLC)

Product Number:   P2114 | Purity / Analysis Method:   >98.0%(T)

Product Number:   P2195 | Purity / Analysis Method:   >98.0%(GC)

Product Number:   P2460 | Purity / Analysis Method:   >98.0%(GC)

Product Number:   T0433 | Purity / Analysis Method:   >98.0%(GC)

Product Number:   T1336 | Purity / Analysis Method:   >98.0%(T)

Product Number:   T2764 | Purity / Analysis Method:   >98.0%(GC)

Product Number:   T2883 | Purity / Analysis Method:   >98.0%(T)

Product Number:   T4082 | Purity / Analysis Method:   >98.0%(T)(HPLC)

Product Number:   Z0028 | Purity / Analysis Method:   >98.0%(T)

Product Number:   T1570 | Purity / Analysis Method:   >97.0%(GC)

  • 1(current)
  • 2
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