Synthesis of Indeno[1,2‐b]pyrazine N‐Oxides by Reaction of Ninhydrin with 1,2‐Bishydroxylamines Научная публикация
| Журнал |
Liebigs Annalen der Chemie
ISSN: 0170-2041 |
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| Вых. Данные | Год: 1994, Том: 1994, Номер: 10, Страницы: 983-987 Страниц : 5 DOI: 10.1002/jlac.199419941005 | ||||
| Ключевые слова | Hydroxylamines; Indeno[1,2‐b]pyrazines; Ninhydrin | ||||
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Реферат:
The reaction of the ninhydrin (1) with 1,2‐bishydroxylamines 2a–c affords dihydroindeno[1,2‐b]pyrazine N,N′‐dioxides 5a–c. The intermediates hexahydro‐ and tetrahydroindeno[1,2‐b]pyrazines 3a and 4c, which have been isolated, are easily transformed into 5a, c. Heating of 5b, c or keeping of 5b on alumina gives indeno[1,2‐b]pyrazine N‐oxides 6b, c, N,N′‐dioxide 7c and indeno[1,2‐b]pyrazine 8. Treatment of 5b with a solution of hydrochloric acid in H2O/MeOH leads to 6b, whereas treatment of 5b with KOH furnishes mono‐N‐oxides 6b, 9 and dioxide 7b. Compound 8 is prepared by deoxygenation of 6b with TiCl3. The reduction of 6b with NaBH4 yields alcohol 10 and the reaction of 6b with NH2OH/AcOH gives a mixture of isomeric oximes (E)‐11 and (Z)‐11. Copyright © 1994 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
Библиографическая ссылка:
Mazhukin D.G.
, Tikhonov A.Y.
, Volodarsky L.B.
, Evlampieva N.P.
, Vetchinov V.P.
, Mamatyuk V.I.
Synthesis of Indeno[1,2‐b]pyrazine N‐Oxides by Reaction of Ninhydrin with 1,2‐Bishydroxylamines
Liebigs Annalen der Chemie. 1994. V.1994. N10. P.983-987. DOI: 10.1002/jlac.199419941005 Scopus OpenAlex
Synthesis of Indeno[1,2‐b]pyrazine N‐Oxides by Reaction of Ninhydrin with 1,2‐Bishydroxylamines
Liebigs Annalen der Chemie. 1994. V.1994. N10. P.983-987. DOI: 10.1002/jlac.199419941005 Scopus OpenAlex
Даты:
| Опубликована в печати: | 30 сент. 1994 г. |
Идентификаторы БД:
| Scopus: | 2-s2.0-84988110422 |
| OpenAlex: | W2952968359 |