Home / Publications / Highly regioselective nickel-catalyzed hydrodefluorination of pentafluoroacetanilide

Highly regioselective nickel-catalyzed hydrodefluorination of pentafluoroacetanilide

Sergey Alexandrovich Prikhod’ko 1
Sergey Alexandrovich Prikhod’ko
, 
Nicolay Yur'evich Adonin 1
Nicolay Yur'evich Adonin
, 
Dmitrii Èduardovich Babushkin 1
Dmitrii Èduardovich Babushkin
, 
10.1016/j.mencom.2008.07.015
Published 2008-07-17
Communication , Volume 18, Issue 4, 211-212
25
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Prikhod’ko S. A. et al. Highly regioselective nickel-catalyzed hydrodefluorination of pentafluoroacetanilide // Mendeleev Communications. 2008. Vol. 18. No. 4. pp. 211-212.
GOST all authors (up to 50) Copy
Prikhod’ko S. A., Adonin N. Y., Babushkin D. È., Parmon V. N. Highly regioselective nickel-catalyzed hydrodefluorination of pentafluoroacetanilide // Mendeleev Communications. 2008. Vol. 18. No. 4. pp. 211-212.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2008.07.015
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2008.07.015
TI - Highly regioselective nickel-catalyzed hydrodefluorination of pentafluoroacetanilide
T2 - Mendeleev Communications
AU - Prikhod’ko, Sergey Alexandrovich
AU - Adonin, Nicolay Yur'evich
AU - Babushkin, Dmitrii Èduardovich
AU - Parmon, Valentin Nikolaevich
PY - 2008
DA - 2008/07/17
PB - Mendeleev Communications
SP - 211-212
IS - 4
VL - 18
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2008_Prikhod’ko,
author = {Sergey Alexandrovich Prikhod’ko and Nicolay Yur'evich Adonin and Dmitrii Èduardovich Babushkin and Valentin Nikolaevich Parmon},
title = {Highly regioselective nickel-catalyzed hydrodefluorination of pentafluoroacetanilide},
journal = {Mendeleev Communications},
year = {2008},
volume = {18},
publisher = {Mendeleev Communications},
month = {Jul},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2008.07.015},
number = {4},
pages = {211--212},
doi = {10.1016/j.mencom.2008.07.015}
}
MLA
Cite this
MLA Copy
Prikhod’ko, Sergey Alexandrovich, et al. “Highly regioselective nickel-catalyzed hydrodefluorination of pentafluoroacetanilide.” Mendeleev Communications, vol. 18, no. 4, Jul. 2008, pp. 211-212. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2008.07.015.

Keywords

C-F bond activation
catalysis
fluoroanilines
nickel

Abstract

A highly regioselective reaction of pentafluoroacetanilide hydrodefluorination, which proceeds under the action of zinc in the presence of nickel complexes, leading to the formation of 2,3,4,5-tetra- and 3,4,5-trifluoroacetanilide was observed.

References

1.
Activation of Carbon-Fluorine Bonds by Metal Complexes
Kiplinger J.L., Richmond T.G., Osterberg C.E.
Chemical Reviews, 1994
4.
Homogeneous rhodium complex-catalyzed hydrogenolysis of C-F bonds.
Aizenberg M., Milstein D.
Journal of the American Chemical Society, 1995
8.
Reductive defluorination of perfluoroarenes by zinc in aqueous ammonia
Laev S.S., Shteingarts V.D.
Journal of Fluorine Chemistry, 1998
9.
10.1016/j.mencom.2008.07.015_bib9
Krasnov
Zh. Org. Khim., 1993
10.
10.1016/j.mencom.2008.07.015_bib10
Platonov
Zh. Org. Khim., 1994
14.
N-Acetylation as a Means to Activate Polyfluoroarylamines for Selectiveortho-Hydrodefluorination by Zinc in Aqueous Ammonia: A Concise Route to Polyfluorobenzo Azaheterocycles
Laev S.S., Gurskaya L.Y., Selivanova G.A., Beregovaya I.V., Shchegoleva L.N., Vasil’eva N.V., Shakirov M.M., Shteingarts V.D.
European Journal of Organic Chemistry, 2007
15.
A new approach to polyfluoroaromatic amines with an unsubstituted position ortho to the amino group
Laev S.S., Evtefeev V.U., Shteingarts V.D.
Journal of Fluorine Chemistry, 2001
16.
10.1016/j.mencom.2008.07.015_bib16
Shtark
Zh. Org. Khim., 1987