Synthesis of 4,6-dinitro-3-R-benzo[d]isoxazoles and their transformations under the action of nucleophiles Full article
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Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285 |
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| Output data | Year: 2001, Volume: 50, Number: 3, Pages: 464-469 Pages count : 6 DOI: 10.1023/a:1011313324497 | ||
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Abstract:
A new procedure was developed for the preparation of 4,6-dinitro-3-R-benzo[d]isoxazoles (R are derivatives of the aldehyde group) based on 2,4,6-trinitrophenylacetaldehyde. The resulting compounds are characterized by the regiospecific substitution of the nitro group at position 4 under the action of anionic nucleophiles RS–, RO–, F–, or N3 –, which allowed the development of a new method for the preparation of previously unknown 4-Nu-6-nitro-3-R-benzo[d]isoxazoles (Nu is the residue of a nucleophile). At the same time, oxidative nucleophilic substitution under the action of anions of some β-dicarbonyl compounds leads to the replacement of the hydrogen atom at position 7 with the corresponding C-nucleophiles.
Cite:
Vinogradov V.M.
, Dalinger I.L.
, Starosotnikov A.M.
, Shevelev S.A.
Synthesis of 4,6-dinitro-3-R-benzo[d]isoxazoles and their transformations under the action of nucleophiles
Russian Chemical Bulletin. 2001. V.50. N3. P.464-469. DOI: 10.1023/a:1011313324497 WOS Scopus OpenAlex
Synthesis of 4,6-dinitro-3-R-benzo[d]isoxazoles and their transformations under the action of nucleophiles
Russian Chemical Bulletin. 2001. V.50. N3. P.464-469. DOI: 10.1023/a:1011313324497 WOS Scopus OpenAlex
Identifiers:
| Web of science: | WOS:000170218100020 |
| Scopus: | 2-s2.0-0035537458 |
| OpenAlex: | W2996557919 |