Selective hydrodechlorination of fluorinated arylamines

Selective hydrodechlorination of fluorinated arylamines Full article

Journal

Journal of Fluorine Chemistry
ISSN: 0022-1139

Output data

Year: 2004, Volume: 125, Number: 12, Pages: 1829-1834 Pages count : 6 DOI: 10.1016/j.jfluchem.2004.06.006

Tags

reductive hydrodechlorination; zinc; aqueous ammonia polyfluorinated arylamines aminopyridines

Authors

Selivanova G.A. ¹ , Gurskaya L.Yu. ¹ , Pokrovskii L.M. ¹ , Kollegov V.F. ¹ , Shteingarts V.D. ^1,2

Affiliations

1	(Данные Web of science) Russian Acad Sci, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia

Chlorine-containing polyfluorinated anilines and meta-phenylenediamines undergo selective hydrodechlorination easily upon reduction by zinc in aqueous ammonia. A new approach is thus provided to synthetically valuable, partially fluorinated arylamines based on utilizing polyfluorochloroarenes, which are available as intermediates of perfluoroarene production from perchloroarenes. When chlorine atoms are present in positions both ortho and para to the amino group, para chlorine is initially eliminated. Based on this reaction. a one-pot synthesis of partially fluorinated 4-aminopyridines from 3,5-dichlorotrifluoro- and 3-chlorotetrafluoropyridine has been realized. (C) 2004 Elsevier B.V. All rights reserved.

Selivanova G.A. , Gurskaya L.Y. , Pokrovskii L.M. , Kollegov V.F. , Shteingarts V.D.
Selective hydrodechlorination of fluorinated arylamines
Journal of Fluorine Chemistry. 2004. V.125. N12. P.1829-1834. DOI: 10.1016/j.jfluchem.2004.06.006 WOS Scopus РИНЦ

Published print:

Dec 1, 2004

Web of science	WOS:000225822400004
Scopus	2-s2.0-11444270219
Elibrary	13460531
OpenAlex	W2147011248