Opening of the furan ring of 3-Nitrobenzofurans by the action of carbonyl-stabilized sulfonium ylides
Upon treatment of 3-nitrobenzofurans with dimethylphenacylsulfonium salts in the presence of a base, the opening of the furan ring to form (E)-1-aryl-2-(dimethylsulfonio)-4-nitro-1-oxobut-3-en-2-ides takes place. The mechanism of nucleophilic dearomatization of 3-nitrobenzofurans involves consecutiv...
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ir-20.500.12258-197442022-06-21T14:47:25Z Opening of the furan ring of 3-Nitrobenzofurans by the action of carbonyl-stabilized sulfonium ylides Demidov, O. P. Демидов, О. П. 3-nitrobenzofurans Dimethylphenacylsulfonium salts Michael reaction Nucleophilic dearomatization Sulfur ylides Upon treatment of 3-nitrobenzofurans with dimethylphenacylsulfonium salts in the presence of a base, the opening of the furan ring to form (E)-1-aryl-2-(dimethylsulfonio)-4-nitro-1-oxobut-3-en-2-ides takes place. The mechanism of nucleophilic dearomatization of 3-nitrobenzofurans involves consecutive carbo- and retro-oxa-Michael reactions. The reaction illustrates the high propensity of 3-nitrobenzofurans for ring opening. 2022-06-21T14:46:37Z 2022-06-21T14:46:37Z 2022 Статья Semenova, I. А., Osyanin, V. А., Demidov, O. P., Osipov, D. V. Opening of the furan ring of 3-Nitrobenzofurans by the action of carbonyl-stabilized sulfonium ylides // Chemistry of Heterocyclic Compounds. - 2022. - Том 58. - Выпуск 4-5. - Стр.: 251 - 254. - DOI10.1007/s10593-022-03079-6 http://hdl.handle.net/20.500.12258/19744 en Chemistry of Heterocyclic Compounds application/pdf Springer |
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СКФУ |
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Репозиторий |
| language |
English |
| topic |
3-nitrobenzofurans Dimethylphenacylsulfonium salts Michael reaction Nucleophilic dearomatization Sulfur ylides |
| spellingShingle |
3-nitrobenzofurans Dimethylphenacylsulfonium salts Michael reaction Nucleophilic dearomatization Sulfur ylides Demidov, O. P. Демидов, О. П. Opening of the furan ring of 3-Nitrobenzofurans by the action of carbonyl-stabilized sulfonium ylides |
| description |
Upon treatment of 3-nitrobenzofurans with dimethylphenacylsulfonium salts in the presence of a base, the opening of the furan ring to form (E)-1-aryl-2-(dimethylsulfonio)-4-nitro-1-oxobut-3-en-2-ides takes place. The mechanism of nucleophilic dearomatization of 3-nitrobenzofurans involves consecutive carbo- and retro-oxa-Michael reactions. The reaction illustrates the high propensity of 3-nitrobenzofurans for ring opening. |
| format |
Статья |
| author |
Demidov, O. P. Демидов, О. П. |
| author_facet |
Demidov, O. P. Демидов, О. П. |
| author_sort |
Demidov, O. P. |
| title |
Opening of the furan ring of 3-Nitrobenzofurans by the action of carbonyl-stabilized sulfonium ylides |
| title_short |
Opening of the furan ring of 3-Nitrobenzofurans by the action of carbonyl-stabilized sulfonium ylides |
| title_full |
Opening of the furan ring of 3-Nitrobenzofurans by the action of carbonyl-stabilized sulfonium ylides |
| title_fullStr |
Opening of the furan ring of 3-Nitrobenzofurans by the action of carbonyl-stabilized sulfonium ylides |
| title_full_unstemmed |
Opening of the furan ring of 3-Nitrobenzofurans by the action of carbonyl-stabilized sulfonium ylides |
| title_sort |
opening of the furan ring of 3-nitrobenzofurans by the action of carbonyl-stabilized sulfonium ylides |
| publisher |
Springer |
| publishDate |
2022 |
| url |
https://dspace.ncfu.ru/handle/20.500.12258/19744 |
| work_keys_str_mv |
AT demidovop openingofthefuranringof3nitrobenzofuransbytheactionofcarbonylstabilizedsulfoniumylides AT demidovop openingofthefuranringof3nitrobenzofuransbytheactionofcarbonylstabilizedsulfoniumylides |
| _version_ |
1760600026367655936 |