Aminodefluorination of 2-X-pentafluoro-1,4-naphthoquinones (X = (NHBu)-Bu-n, NEt2, and OMe) Full article
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Journal of Fluorine Chemistry
ISSN: 0022-1139 |
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| Output data | Year: 2010, Volume: 131, Number: 1, Pages: 70-77 Pages count : DOI: 10.1016/j.jfluchem.2009.10.007 | ||||||
| Tags | Hexafluoro-1,4-naphthoquinone; 2-Alkylaminopentafluoro-1,4-naphthoquinone; Aminodefluorination; Nucleophilic substitution; Regioselectivity | ||||||
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Abstract:
Aminodefluorination of 2-n-butylamino- and 2-diethylaminopentafluoro-1,4-naphthoquinone by alkylamines (HNRR2)-R-1 ((NRR2)-R-1 = NHEt, (NHBu)-Bu-n and NEt2) occurs at the 6- or 8-position and further, accordingly, at the 8- or at one of the 5- and 6-sites. The isomer ratio changes significantly in favor of a beta-replacement product with solvent variation in the sequence: toluene < 1,4-dioxane < DMSO. n-Butylaminodefluorination of 2-methoxypentafluoro-1,4-naphthoquinone gives mixtures of fluorine substitution products both on the benzene and quinone rings. (C) 2009 Elsevier B.V. All rights reserved.
Cite:
Troshkova N.M.
, Goryunov L.I.
, Gatilov Y.V.
, Nevinsky G.A.
, Shteingarts V.D.
Aminodefluorination of 2-X-pentafluoro-1,4-naphthoquinones (X = (NHBu)-Bu-n, NEt2, and OMe)
Journal of Fluorine Chemistry. 2010. V.131. N1. P.70-77. DOI: 10.1016/j.jfluchem.2009.10.007 WOS Scopus РИНЦ OpenAlex
Aminodefluorination of 2-X-pentafluoro-1,4-naphthoquinones (X = (NHBu)-Bu-n, NEt2, and OMe)
Journal of Fluorine Chemistry. 2010. V.131. N1. P.70-77. DOI: 10.1016/j.jfluchem.2009.10.007 WOS Scopus РИНЦ OpenAlex
Dates:
| Published print: | Jan 1, 2010 |
Identifiers:
| Web of science: | WOS:000274277000012 |
| Scopus: | 2-s2.0-71249161077 |
| Elibrary: | 15320240 |
| OpenAlex: | W2949915359 |