Regioselective electrolytic 5,8-difluorination of quinolines

Sean Spurlin; Mark Blocker; James LoBue; Ji Wu; Clifford Padgett; Abid Shaikh

doi:10.1016/j.tetlet.2019.151474

Regioselective electrolytic 5,8-difluorination of quinolines

Sean Spurlin, Mark Blocker, James LoBue, Ji Wu, Clifford Padgett, Abid Shaikh

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

Abstract

Electrochemical anodic oxidation method for the incorporation of fluorine atom into quinoline ring is described. Our method involves a regioselective 5,8-difluorination of quinolines using HF:pyridine as a reagent/supporting electrolyte in an undivided electrochemical cell equipped with platinum anode and cathode. Various quinoline derivatives were subjected to electrolytic fluorination at room temperature to obtain moderate to good yields in short reaction time.

Original language	English
Article number	151474
Journal	Tetrahedron Letters
Volume	61
Issue number	6
DOIs	https://doi.org/10.1016/j.tetlet.2019.151474
State	Published - Feb 6 2020

Keywords

Difluorination
Electrolysis
Olah's reagent
Quinolines

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10.1016/j.tetlet.2019.151474

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title = "Regioselective electrolytic 5,8-difluorination of quinolines",

abstract = "Electrochemical anodic oxidation method for the incorporation of fluorine atom into quinoline ring is described. Our method involves a regioselective 5,8-difluorination of quinolines using HF:pyridine as a reagent/supporting electrolyte in an undivided electrochemical cell equipped with platinum anode and cathode. Various quinoline derivatives were subjected to electrolytic fluorination at room temperature to obtain moderate to good yields in short reaction time.",

keywords = "Difluorination, Electrolysis, Olah's reagent, Quinolines",

author = "Sean Spurlin and Mark Blocker and James LoBue and Ji Wu and Clifford Padgett and Abid Shaikh",

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T1 - Regioselective electrolytic 5,8-difluorination of quinolines

AU - Spurlin, Sean

AU - Blocker, Mark

AU - LoBue, James

AU - Wu, Ji

AU - Padgett, Clifford

AU - Shaikh, Abid

PY - 2020/2/6

Y1 - 2020/2/6

N2 - Electrochemical anodic oxidation method for the incorporation of fluorine atom into quinoline ring is described. Our method involves a regioselective 5,8-difluorination of quinolines using HF:pyridine as a reagent/supporting electrolyte in an undivided electrochemical cell equipped with platinum anode and cathode. Various quinoline derivatives were subjected to electrolytic fluorination at room temperature to obtain moderate to good yields in short reaction time.

AB - Electrochemical anodic oxidation method for the incorporation of fluorine atom into quinoline ring is described. Our method involves a regioselective 5,8-difluorination of quinolines using HF:pyridine as a reagent/supporting electrolyte in an undivided electrochemical cell equipped with platinum anode and cathode. Various quinoline derivatives were subjected to electrolytic fluorination at room temperature to obtain moderate to good yields in short reaction time.

KW - Difluorination

KW - Electrolysis

KW - Olah's reagent

KW - Quinolines

UR - http://www.scopus.com/inward/record.url?scp=85076242293&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2019.151474

DO - 10.1016/j.tetlet.2019.151474

M3 - Article

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 6

M1 - 151474

ER -

Regioselective electrolytic 5,8-difluorination of quinolines

Abstract

Keywords

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