A simple method for the synthesis of diarylamines containing a nitroso group in the ortho position based on the SNH arylamination of 5-nitroisoquinoline
A simple and efficient arylamination reaction of 5-nitroisoquinoline based on the oxidative nucleophilic substitution of hydrogen was demonstrated under metal-catalyst-free conditions. This reaction can be used as a method for the synthesis of isoquinoline-based diarylamines containing a nitroso gro...
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2024
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ir-123456789-286712025-04-02T14:06:16Z A simple method for the synthesis of diarylamines containing a nitroso group in the ortho position based on the SNH arylamination of 5-nitroisoquinoline Pobedinskaya, D. Y. Побединская, Д. Ю. Demidov, O. P. Демидов, О. П. Avakyan, E. K. Авакян, Е. К. Borovleva, A. A. Боровлева, А. А. Larin, A. N. Ларин, А. Н. Ermolenko, A. P. Ермоленко, А. П. Borovlev, I. V. Боровлев, И. В. Heterocycles SNH methodology Metal-free C–N bond formation Oxidative SNH arylamination Nitroso compound Redox process A simple and efficient arylamination reaction of 5-nitroisoquinoline based on the oxidative nucleophilic substitution of hydrogen was demonstrated under metal-catalyst-free conditions. This reaction can be used as a method for the synthesis of isoquinoline-based diarylamines containing a nitroso group in the ortho position, which are compounds with high synthetic potential. The oxidation of the latter leads to the formation of 6-arylamino-5-nitroisoquinoline N-oxides. The absence of the need to introduce leaving groups and a good overall yield are features of this reaction. 2024-07-31T13:11:12Z 2024-07-31T13:11:12Z 2024 Статья Pobedinskaya, D.Y., Demidov, O.P., Avakyan, E.K., Borovleva, A.A., Larin, A.N., Ermolenko, A.P., Borovlev, I.V. A simple method for the synthesis of diarylamines containing a nitroso group in the ortho position based on the SNH arylamination of 5-nitroisoquinoline // Chemistry of Heterocyclic Compounds. - 2024. - 60 (3-4). - pp. 161-168. - DOI: 10.1007/s10593-024-03313-3 https://dspace.ncfu.ru/handle/123456789/28671 en Chemistry of Heterocyclic Compounds application/pdf application/pdf Springer |
| institution |
СКФУ |
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Репозиторий |
| language |
English |
| topic |
Heterocycles SNH methodology Metal-free C–N bond formation Oxidative SNH arylamination Nitroso compound Redox process |
| spellingShingle |
Heterocycles SNH methodology Metal-free C–N bond formation Oxidative SNH arylamination Nitroso compound Redox process Pobedinskaya, D. Y. Побединская, Д. Ю. Demidov, O. P. Демидов, О. П. Avakyan, E. K. Авакян, Е. К. Borovleva, A. A. Боровлева, А. А. Larin, A. N. Ларин, А. Н. Ermolenko, A. P. Ермоленко, А. П. Borovlev, I. V. Боровлев, И. В. A simple method for the synthesis of diarylamines containing a nitroso group in the ortho position based on the SNH arylamination of 5-nitroisoquinoline |
| description |
A simple and efficient arylamination reaction of 5-nitroisoquinoline based on the oxidative nucleophilic substitution of hydrogen was demonstrated under metal-catalyst-free conditions. This reaction can be used as a method for the synthesis of isoquinoline-based diarylamines containing a nitroso group in the ortho position, which are compounds with high synthetic potential. The oxidation of the latter leads to the formation of 6-arylamino-5-nitroisoquinoline N-oxides. The absence of the need to introduce leaving groups and a good overall yield are features of this reaction. |
| format |
Статья |
| author |
Pobedinskaya, D. Y. Побединская, Д. Ю. Demidov, O. P. Демидов, О. П. Avakyan, E. K. Авакян, Е. К. Borovleva, A. A. Боровлева, А. А. Larin, A. N. Ларин, А. Н. Ermolenko, A. P. Ермоленко, А. П. Borovlev, I. V. Боровлев, И. В. |
| author_facet |
Pobedinskaya, D. Y. Побединская, Д. Ю. Demidov, O. P. Демидов, О. П. Avakyan, E. K. Авакян, Е. К. Borovleva, A. A. Боровлева, А. А. Larin, A. N. Ларин, А. Н. Ermolenko, A. P. Ермоленко, А. П. Borovlev, I. V. Боровлев, И. В. |
| author_sort |
Pobedinskaya, D. Y. |
| title |
A simple method for the synthesis of diarylamines containing a nitroso group in the ortho position based on the SNH arylamination of 5-nitroisoquinoline |
| title_short |
A simple method for the synthesis of diarylamines containing a nitroso group in the ortho position based on the SNH arylamination of 5-nitroisoquinoline |
| title_full |
A simple method for the synthesis of diarylamines containing a nitroso group in the ortho position based on the SNH arylamination of 5-nitroisoquinoline |
| title_fullStr |
A simple method for the synthesis of diarylamines containing a nitroso group in the ortho position based on the SNH arylamination of 5-nitroisoquinoline |
| title_full_unstemmed |
A simple method for the synthesis of diarylamines containing a nitroso group in the ortho position based on the SNH arylamination of 5-nitroisoquinoline |
| title_sort |
simple method for the synthesis of diarylamines containing a nitroso group in the ortho position based on the snh arylamination of 5-nitroisoquinoline |
| publisher |
Springer |
| publishDate |
2024 |
| url |
https://dspace.ncfu.ru/handle/123456789/28671 |
| work_keys_str_mv |
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