Reactions of 2-Nitro-1H-benzo[f]chromenes and 3-Nitro-1-benzofurans with Nucleophiles
2-Nitro-1H-benzo[f]chromenes reacted with alcohols to give a series of 3-alkoxy-2-nitro-2,3-dihy¬dro-1H-benzo[f]chromenes as mixtures of cis and trans isomers. The reaction of 2-nitro-1H-benzo[f]chromenes with cyclic secondary amines and 3-amino-5,5-dimethylcyclohex-2-en-1-one displayed trans diaste...
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2023
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ir-20.500.12258-240312025-02-11T09:53:25Z Reactions of 2-Nitro-1H-benzo[f]chromenes and 3-Nitro-1-benzofurans with Nucleophiles Demidov, O. P. Демидов, О. П. 2-nitro-1H-benzo[f]chromenes 3-amino- and 3-alkoxy-2-nitro-2,3-dihydro-1H-benzo[f]chromenes 3-nitrobenzofurans Dearomatization Michael reaction Nitroenamines 2-Nitro-1H-benzo[f]chromenes reacted with alcohols to give a series of 3-alkoxy-2-nitro-2,3-dihy¬dro-1H-benzo[f]chromenes as mixtures of cis and trans isomers. The reaction of 2-nitro-1H-benzo[f]chromenes with cyclic secondary amines and 3-amino-5,5-dimethylcyclohex-2-en-1-one displayed trans diastereoselec¬tivity with the formation of Michael adducts with benzochroman structure. Conjugate addition of substituted anilines to the title chromenes afforded (2-hydroxynaphthalen-1-ylmethyl)-substituted β-nitroenamines. Nucleophilic dearomatization of 3-nitrobenzofurans by the action of primary aromatic amines involved aza- and retro-oxa-Michael reactions, which demonstrated a strong tendency of 3-nitrobenzofurans to undergo opening of the furan ring. 2023-07-06T12:01:43Z 2023-07-06T12:01:43Z 2023 Статья Osipov, D.V., Artyomenko, A.A., Korzhenko, K.S., Rashchepkina, D.A., Demidov, O.P., Osyanin, V.A. Reactions of 2-Nitro-1H-benzo[f]chromenes and 3-Nitro-1-benzofurans with Nucleophiles // Russian Journal of Organic Chemistry. - 2023. - 59(3), pp. 422-437. - DOI: 10.1134/S1070428023030107 http://hdl.handle.net/20.500.12258/24031 en Russian Journal of Organic Chemistry application/pdf application/pdf |
| institution |
СКФУ |
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Репозиторий |
| language |
English |
| topic |
2-nitro-1H-benzo[f]chromenes 3-amino- and 3-alkoxy-2-nitro-2,3-dihydro-1H-benzo[f]chromenes 3-nitrobenzofurans Dearomatization Michael reaction Nitroenamines |
| spellingShingle |
2-nitro-1H-benzo[f]chromenes 3-amino- and 3-alkoxy-2-nitro-2,3-dihydro-1H-benzo[f]chromenes 3-nitrobenzofurans Dearomatization Michael reaction Nitroenamines Demidov, O. P. Демидов, О. П. Reactions of 2-Nitro-1H-benzo[f]chromenes and 3-Nitro-1-benzofurans with Nucleophiles |
| description |
2-Nitro-1H-benzo[f]chromenes reacted with alcohols to give a series of 3-alkoxy-2-nitro-2,3-dihy¬dro-1H-benzo[f]chromenes as mixtures of cis and trans isomers. The reaction of 2-nitro-1H-benzo[f]chromenes with cyclic secondary amines and 3-amino-5,5-dimethylcyclohex-2-en-1-one displayed trans diastereoselec¬tivity with the formation of Michael adducts with benzochroman structure. Conjugate addition of substituted anilines to the title chromenes afforded (2-hydroxynaphthalen-1-ylmethyl)-substituted β-nitroenamines. Nucleophilic dearomatization of 3-nitrobenzofurans by the action of primary aromatic amines involved aza- and retro-oxa-Michael reactions, which demonstrated a strong tendency of 3-nitrobenzofurans to undergo opening of the furan ring. |
| format |
Статья |
| author |
Demidov, O. P. Демидов, О. П. |
| author_facet |
Demidov, O. P. Демидов, О. П. |
| author_sort |
Demidov, O. P. |
| title |
Reactions of 2-Nitro-1H-benzo[f]chromenes and 3-Nitro-1-benzofurans with Nucleophiles |
| title_short |
Reactions of 2-Nitro-1H-benzo[f]chromenes and 3-Nitro-1-benzofurans with Nucleophiles |
| title_full |
Reactions of 2-Nitro-1H-benzo[f]chromenes and 3-Nitro-1-benzofurans with Nucleophiles |
| title_fullStr |
Reactions of 2-Nitro-1H-benzo[f]chromenes and 3-Nitro-1-benzofurans with Nucleophiles |
| title_full_unstemmed |
Reactions of 2-Nitro-1H-benzo[f]chromenes and 3-Nitro-1-benzofurans with Nucleophiles |
| title_sort |
reactions of 2-nitro-1h-benzo[f]chromenes and 3-nitro-1-benzofurans with nucleophiles |
| publishDate |
2023 |
| url |
https://dspace.ncfu.ru/handle/20.500.12258/24031 |
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AT demidovop reactionsof2nitro1hbenzofchromenesand3nitro1benzofuranswithnucleophiles AT demidovop reactionsof2nitro1hbenzofchromenesand3nitro1benzofuranswithnucleophiles |
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