Description
XtalFluor-E, [Et2NSF2]BF4, is best known as a useful, versatile and inexpensive commercially available reagent for the deoxyfluorination of carbonyl compounds and alcohols. Although XtalFluor-E is commonly used in combination with an exogenous fluoride source as a deoxofluorinating reagent, it has also been widely employed in other chemical transformations such as dehydration, cyclodehydration, ring expansion, formylation, and proto-functionalization, etc.
Uses
XtalFluor-E can be used as convenient crystalline highly chemoselective deoxofluorination reagent with a broad substrate scopeDeoxofluorination reagent with a better safety profile.
Application
Convenient crystalline highly chemoselective deoxofluorination reagent with a broad substrate scope
Deoxofluorination reagent with a better safety profile, that doesn′t generate corrosive HF which makes it suitable for use in standard borosilicate vessels, and does not react violently with water
Reactant for:
Preparation of fluorodisaccharides
Triisopropylsilanethiol was recently reported by MacMillian and coworkers to be used as an organocatalyst, in tandem with Ir(III) specifically Aldrich product 688096, in photoredox catalysis. This approach directly couples a cyano-containing arene with an allylic sp3 C-H bond.
Uses
XtalFluor-E [(F2SNEt2)BF4] is an efficient coupling reagent for amidation of carboxylic acids with amines under mild conditions (THF, 0°C to room temperature) and easy workup (Na2CO3, H2O). XtalFluor-E was further applied in peptide synthesis, producing dipeptides with excellent diastereomeric excess. The study concludes that XtalFluor-E is a versatile and mild reagent for amide bond formation, offering high efficiency and substrate compatibility without compromising optical integrity.
[3]
References
1.XtalFluor-E: A useful and versatile reagent in organic transformations
(DOI):
10.1016/j.jfluchem.2019.06.0062.XtalFluorE effects the C3H sulfenylation of indoles to form di indole sulfides
(DOI):
10.1002/ejoc.2021013943.AURÉLIE ORLIAC. XtalFluor-E, an Efficient Coupling Reagent for Amidation of Carboxylic Acids[J]. Organic Letters, 2013, 15 4: 902-905. DOI:1
0.1021/ol400045d.
