4 research outputs found
Hypervalent-Iodine-Mediated Ring-Contraction Monofluorination Affording Monofluorinated Five-Membered Ring-Fused Oxazolines
No full textThe first ring-contraction
monofluorination reaction mediated by
a hypervalent iodine reagent is reported, and the use of the reaction
for the synthesis of monofluorinated five-membered ring-fused oxazolines
is described. By means of this reaction, a fluorine atom can be selectively
introduced either on the five-membered ring or external to it, depending
on whether or not the substrate has C-4 alkyl substituents. The reaction
was used for the further conversion of probenecid and isoxepac
Boron Trifluoride Etherate Functioning as a Fluorine Source in an Iodosobenzene-Mediated Intramolecular Aminofluorination of Homoallylic Amines
No full textA widely used Lewis acid BF<sub>3</sub>路Et<sub>2</sub>O was
shown to be capable of acting as an efficient fluorinating agent in
an intramolecular aminofluorination reaction of homoallylic amines
to provide 3-fluoropyrrolidines mediated by a commercially available
hypervalent iodine颅(III) reagent PhIO at room temperature. A mechanism
involving a carbocation intermediate was proposed on the basis of
several experimental evidence
Boron Trifluoride Etherate Functioning as a Fluorine Source in an Iodosobenzene-Mediated Intramolecular Aminofluorination of Homoallylic Amines
No full textA widely used Lewis acid BF<sub>3</sub>路Et<sub>2</sub>O was
shown to be capable of acting as an efficient fluorinating agent in
an intramolecular aminofluorination reaction of homoallylic amines
to provide 3-fluoropyrrolidines mediated by a commercially available
hypervalent iodine颅(III) reagent PhIO at room temperature. A mechanism
involving a carbocation intermediate was proposed on the basis of
several experimental evidence
Boron Trifluoride Etherate Functioning as a Fluorine Source in an Iodosobenzene-Mediated Intramolecular Aminofluorination of Homoallylic Amines
No full textA widely used Lewis acid BF<sub>3</sub>路Et<sub>2</sub>O was
shown to be capable of acting as an efficient fluorinating agent in
an intramolecular aminofluorination reaction of homoallylic amines
to provide 3-fluoropyrrolidines mediated by a commercially available
hypervalent iodine颅(III) reagent PhIO at room temperature. A mechanism
involving a carbocation intermediate was proposed on the basis of
several experimental evidence
